Merge pull request #324 from bkaankose/feature/Aliases

E-mail Aliases Support

Wino.Core.Domain/Entities/MailAccount.cs

@@ -44,6 +44,11 @@ namespace Wino.Core.Domain.Entities
         /// </summary>
         public string AccountColorHex { get; set; }
 
+        /// <summary>
+        /// Base64 encoded profile picture of the account.
+        /// </summary>
+        public string Base64ProfilePictureData { get; set; }
+
         /// <summary>
         /// Gets or sets the listing order of the account in the accounts list.
         /// </summary>
@@ -78,5 +83,15 @@ namespace Wino.Core.Domain.Entities
         /// </summary>
         [Ignore]
         public MailAccountPreferences Preferences { get; set; }
+
+        /// <summary>
+        /// Gets whether the account can perform ProfileInformation sync type.
+        /// </summary>
+        public bool IsProfileInfoSyncSupported => ProviderType == MailProviderType.Outlook || ProviderType == MailProviderType.Office365 || ProviderType == MailProviderType.Gmail;
+
+        /// <summary>
+        /// Gets whether the account can perform AliasInformation sync type.
+        /// </summary>
+        public bool IsAliasSyncSupported => ProviderType == MailProviderType.Gmail;
     }
 }

Wino.Core.Domain/Entities/MailAccountAlias.cs

@@ -0,0 +1,56 @@
+using System;
+using SQLite;
+
+namespace Wino.Core.Domain.Entities
+{
+    public class RemoteAccountAlias
+    {
+        /// <summary>
+        /// Display address of the alias.
+        /// </summary>
+        public string AliasAddress { get; set; }
+
+        /// <summary>
+        /// Address to be included in Reply-To header when alias is used for sending messages.
+        /// </summary>
+        public string ReplyToAddress { get; set; }
+
+        /// <summary>
+        /// Whether this alias is the primary alias for the account.
+        /// </summary>
+        public bool IsPrimary { get; set; }
+
+        /// <summary>
+        /// Whether the alias is verified by the server.
+        /// Only Gmail aliases are verified for now.
+        /// Non-verified alias messages might be rejected by SMTP server.
+        /// </summary>
+        public bool IsVerified { get; set; }
+
+        /// <summary>
+        /// Whether this alias is the root alias for the account.
+        /// Root alias means the first alias that was created for the account.
+        /// It can't be deleted or changed.
+        /// </summary>
+        public bool IsRootAlias { get; set; }
+    }
+
+    public class MailAccountAlias : RemoteAccountAlias
+    {
+        /// <summary>
+        /// Unique Id for the alias.
+        /// </summary>
+        [PrimaryKey]
+        public Guid Id { get; set; }
+
+        /// <summary>
+        /// Account id that this alias is attached to.
+        /// </summary>
+        public Guid AccountId { get; set; }
+
+        /// <summary>
+        /// Root aliases can't be deleted.
+        /// </summary>
+        public bool CanDelete => !IsRootAlias;
+    }
+}

Wino.Core.Domain/Entities/MailCopy.cs

@@ -141,7 +141,7 @@ namespace Wino.Core.Domain.Entities
         /// </summary>
         [Ignore]
         public MailAccount AssignedAccount { get; set; }
-        public IEnumerable<Guid> GetContainingIds() => new[] { UniqueId };
+        public IEnumerable<Guid> GetContainingIds() => [UniqueId];
         public override string ToString() => $"{Subject} <-> {Id}";
     }
 }

Wino.Core.Domain/Enums/AccountCreationDialogState.cs

@@ -9,6 +9,7 @@
         ManuelSetupWaiting,
         TestingConnection,
         AutoDiscoverySetup,
-        AutoDiscoveryInProgress
+        AutoDiscoveryInProgress,
+        FetchingProfileInformation
     }
 }

Wino.Core.Domain/Enums/SynchronizationType.cs

@@ -4,8 +4,10 @@
     {
         FoldersOnly, // Only synchronize folder metadata.
         ExecuteRequests, // Run the queued requests, and then synchronize if needed.
-        Inbox, // Only Inbox
+        Inbox, // Only Inbox, Sent and Draft folders.
         Custom, // Only sync folders that are specified in the options.
-        Full, // Synchronize everything
+        Full, // Synchronize all folders. This won't update profile or alias information.
+        UpdateProfile, // Only update profile information
+        Alias, // Only update alias information
     }
 }

Wino.Core.Domain/Enums/WinoPage.cs

@@ -23,5 +23,6 @@
         LanguageTimePage,
         AppPreferencesPage,
         SettingOptionsPage,
+        AliasManagementPage
     }
 }

Wino.Core.Domain/Exceptions/MissingAliasException.cs

@@ -0,0 +1,7 @@
+namespace Wino.Core.Domain.Exceptions
+{
+    public class MissingAliasException : System.Exception
+    {
+        public MissingAliasException() : base(Translator.Exception_MissingAlias) { }
+    }
+}

Wino.Core.Domain/Interfaces/IAccountService.cs

@@ -2,6 +2,7 @@
 using System.Collections.Generic;
 using System.Threading.Tasks;
 using Wino.Core.Domain.Entities;
+using Wino.Core.Domain.Models.Accounts;
 
 namespace Wino.Core.Domain.Interfaces
 {
@@ -100,5 +101,59 @@ namespace Wino.Core.Domain.Interfaces
         /// </summary>
         /// <param name="accountIdOrderPair">AccountId-OrderNumber pair for all accounts.</param>
         Task UpdateAccountOrdersAsync(Dictionary<Guid, int> accountIdOrderPair);
+
+        /// <summary>
+        /// Returns the account aliases.
+        /// </summary>
+        /// <param name="accountId">Account id.</param>
+        /// <returns>A list of MailAccountAlias that has e-mail aliases.</returns>
+        Task<List<MailAccountAlias>> GetAccountAliasesAsync(Guid accountId);
+
+        /// <summary>
+        /// Updated account's aliases.
+        /// </summary>
+        /// <param name="accountId">Account id to update aliases for.</param>
+        /// <param name="aliases">Full list of updated aliases.</param>
+        /// <returns></returns>
+        Task UpdateAccountAliasesAsync(Guid accountId, List<MailAccountAlias> aliases);
+
+        /// <summary>
+        /// Delete account alias.
+        /// </summary>
+        /// <param name="aliasId">Alias to remove.</param>
+        Task DeleteAccountAliasAsync(Guid aliasId);
+
+        /// <summary>
+        /// Updated profile information of the account.
+        /// </summary>
+        /// <param name="accountId">Account id to update info for.</param>
+        /// <param name="profileInformation">Info data.</param>
+        /// <returns></returns>
+        Task UpdateProfileInformationAsync(Guid accountId, ProfileInformation profileInformation);
+
+
+        /// <summary>
+        /// Creates a root + primary alias for the account.
+        /// This is only called when the account is created.
+        /// </summary>
+        /// <param name="accountId">Account id.</param>
+        /// <param name="address">Address to create root primary alias from.</param>
+        Task CreateRootAliasAsync(Guid accountId, string address);
+
+        /// <summary>
+        /// Will compare local-remote aliases and update the local ones or add/delete new ones.
+        /// </summary>
+        /// <param name="remoteAccountAliases">Remotely fetched basic alias info from synchronizer.</param>
+        /// <param name="account">Account to update remote aliases for..</param>
+        Task UpdateRemoteAliasInformationAsync(MailAccount account, List<RemoteAccountAlias> remoteAccountAliases);
+
+        /// <summary>
+        /// Gets the primary account alias for the given account id.
+        /// Used when creating draft messages.
+        /// </summary>
+        /// <param name="accountId">Account id.</param>
+        /// <returns>Primary alias for the account.</returns>
+        Task<MailAccountAlias> GetPrimaryAccountAliasAsync(Guid accountId);
+
     }
 }

Wino.Core.Domain/Interfaces/IBaseSynchronizer.cs

@@ -3,6 +3,7 @@ using System.Threading.Tasks;
 using MailKit;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Domain.Models.MailItem;
 using Wino.Core.Domain.Models.Synchronization;
 
@@ -43,6 +44,13 @@ namespace Wino.Core.Domain.Interfaces
         /// <returns>Result summary of synchronization.</returns>
         Task<SynchronizationResult> SynchronizeAsync(SynchronizationOptions options, CancellationToken cancellationToken = default);
 
+        /// <summary>
+        /// Synchronizes profile information with the server.
+        /// Sender name and Profile picture are updated.
+        /// </summary>
+        /// <returns>Profile information model that holds the values.</returns>
+        Task<ProfileInformation> GetProfileInformationAsync();
+
         /// <summary>
         /// Downloads a single MIME message from the server and saves it to disk.
         /// </summary>

Wino.Core.Domain/Interfaces/ICreateAccountAliasDialog.cs

@@ -0,0 +1,9 @@
+using Wino.Core.Domain.Entities;
+
+namespace Wino.Core.Domain.Interfaces
+{
+    public interface ICreateAccountAliasDialog
+    {
+        public MailAccountAlias CreatedAccountAlias { get; set; }
+    }
+}

Wino.Core.Domain/Interfaces/IDialogService.cs

@@ -53,5 +53,6 @@ namespace Wino.Core.Domain.Interfaces
         /// </summary>
         /// <returns>Signature information. Null if canceled.</returns>
         Task<AccountSignature> ShowSignatureEditorDialog(AccountSignature signatureModel = null);
+        Task<ICreateAccountAliasDialog> ShowCreateAccountAliasDialogAsync();
     }
 }

Wino.Core.Domain/Models/Accounts/AccountCreationDialogResult.cs

@@ -2,5 +2,5 @@
 
 namespace Wino.Core.Domain.Models.Accounts
 {
-    public record AccountCreationDialogResult(MailProviderType ProviderType, string AccountName, string SenderName, string AccountColorHex = "");
+    public record AccountCreationDialogResult(MailProviderType ProviderType, string AccountName, string AccountColorHex = "");
 }

Wino.Core.Domain/Models/Accounts/ProfileInformation.cs

@@ -0,0 +1,9 @@
+namespace Wino.Core.Domain.Models.Accounts
+{
+    /// <summary>
+    /// Encapsulates the profile information of an account.
+    /// </summary>
+    /// <param name="SenderName">Display sender name for the account.</param>
+    /// <param name="Base64ProfilePictureData">Base 64 encoded profile picture data of the account. Thumbnail size.</param>
+    public record ProfileInformation(string SenderName, string Base64ProfilePictureData);
+}

Wino.Core.Domain/Models/Accounts/ProviderDetail.cs

@@ -14,7 +14,6 @@ namespace Wino.Core.Domain.Models.Accounts
         public string ProviderImage => $"ms-appx:///Assets/Providers/{Type}.png";
 
         public bool IsSupported => Type == MailProviderType.Outlook || Type == MailProviderType.Gmail || Type == MailProviderType.IMAP4;
-        public bool RequireSenderNameOnCreationDialog => Type != MailProviderType.IMAP4;
 
         public ProviderDetail(MailProviderType type)
         {

Wino.Core.Domain/Models/Authorization/GoogleAuthorizationRequest.cs

@@ -33,7 +33,7 @@ namespace Wino.Core.Domain.Models.Authorization
             ClientId = clientId;
 
             // Creates the OAuth 2.0 authorization request.
-            return string.Format("{0}?response_type=code&scope=https://mail.google.com/ https://www.googleapis.com/auth/gmail.labels&redirect_uri={1}&client_id={2}&state={3}&code_challenge={4}&code_challenge_method={5}",
+            return string.Format("{0}?response_type=code&scope=https://mail.google.com/ https://www.googleapis.com/auth/gmail.labels https://www.googleapis.com/auth/userinfo.profile&redirect_uri={1}&client_id={2}&state={3}&code_challenge={4}&code_challenge_method={5}",
                 authorizationEndpoint,
                 Uri.EscapeDataString(RedirectUri),
                 ClientId,

Wino.Core.Domain/Models/MailItem/DraftPreparationRequest.cs

@@ -2,13 +2,18 @@
 using System.Text.Json.Serialization;
 using MimeKit;
 using Wino.Core.Domain.Entities;
+using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Extensions;
 
 namespace Wino.Core.Domain.Models.MailItem;
 
 public class DraftPreparationRequest
 {
-    public DraftPreparationRequest(MailAccount account, MailCopy createdLocalDraftCopy, string base64EncodedMimeMessage, MailCopy referenceMailCopy = null)
+    public DraftPreparationRequest(MailAccount account,
+                                   MailCopy createdLocalDraftCopy,
+                                   string base64EncodedMimeMessage,
+                                   DraftCreationReason reason,
+                                   MailCopy referenceMailCopy = null)
     {
         Account = account ?? throw new ArgumentNullException(nameof(account));
 
@@ -19,6 +24,7 @@ public class DraftPreparationRequest
         // This is additional work when deserialization needed, but not much to do atm.
 
         Base64LocalDraftMimeMessage = base64EncodedMimeMessage;
+        Reason = reason;
     }
 
     [JsonConstructor]
@@ -29,6 +35,7 @@ public class DraftPreparationRequest
     public MailCopy ReferenceMailCopy { get; set; }
 
     public string Base64LocalDraftMimeMessage { get; set; }
+    public DraftCreationReason Reason { get; set; }
 
     [JsonIgnore]
     private MimeMessage createdLocalDraftMimeMessage;
@@ -44,5 +51,5 @@ public class DraftPreparationRequest
         }
     }
 
-    public MailAccount Account { get; }
+    public MailAccount Account { get; set; }
 }

Wino.Core.Domain/Models/MailItem/SendDraftPreparationRequest.cs

@@ -5,45 +5,17 @@ using Wino.Core.Domain.Extensions;
 
 namespace Wino.Core.Domain.Models.MailItem
 {
-    public class SendDraftPreparationRequest
+    public record SendDraftPreparationRequest(MailCopy MailItem,
+                                              MailAccountAlias SendingAlias,
+                                              MailItemFolder SentFolder,
+                                              MailItemFolder DraftFolder,
+                                              MailAccountPreferences AccountPreferences,
+                                              string Base64MimeMessage)
     {
-        public MailCopy MailItem { get; set; }
-        public string Base64MimeMessage { get; set; }
-        public MailItemFolder SentFolder { get; set; }
-        public MailItemFolder DraftFolder { get; set; }
-        public MailAccountPreferences AccountPreferences { get; set; }
-
-        public SendDraftPreparationRequest(MailCopy mailItem,
-                                           MailItemFolder sentFolder,
-                                           MailItemFolder draftFolder,
-                                           MailAccountPreferences accountPreferences,
-                                           string base64MimeMessage)
-        {
-            MailItem = mailItem;
-            SentFolder = sentFolder;
-            DraftFolder = draftFolder;
-            AccountPreferences = accountPreferences;
-            Base64MimeMessage = base64MimeMessage;
-        }
-
-        [JsonConstructor]
-        private SendDraftPreparationRequest() { }
-
         [JsonIgnore]
         private MimeMessage mime;
 
         [JsonIgnore]
-        public MimeMessage Mime
-        {
-            get
-            {
-                if (mime == null)
-                {
-                    mime = Base64MimeMessage.GetMimeMessageFromBase64();
-                }
-
-                return mime;
-            }
-        }
+        public MimeMessage Mime => mime ??= Base64MimeMessage.GetMimeMessageFromBase64();
     }
 }

Wino.Core.Domain/Models/Requests/ServerRequestPackage.cs

@@ -3,14 +3,11 @@ using Wino.Core.Domain.Interfaces;
 
 namespace Wino.Core.Domain.Models.Requests
 {
-
     /// <summary>
     /// Encapsulates request to queue and account for synchronizer.
     /// </summary>
-    /// <param name="AccountId"><inheritdoc/></param>
-    /// <param name="Request"></param>
+    /// <param name="AccountId">Which account to execute this request for.</param>
     /// <param name="Request">Prepared request for the server.</param>
-    /// <param name="AccountId">Whihc account to execute this request for.</param>
     public record ServerRequestPackage(Guid AccountId, IRequestBase Request) : IClientMessage
     {
         public override string ToString() => $"Server Package: {Request.GetType().Name}";

Wino.Core.Domain/Models/Synchronization/SynchronizationResult.cs

@@ -1,6 +1,7 @@
 using System.Collections.Generic;
 using System.Text.Json.Serialization;
 using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Domain.Models.MailItem;
 
 namespace Wino.Core.Domain.Models.Synchronization
@@ -15,14 +16,23 @@ namespace Wino.Core.Domain.Models.Synchronization
         /// It's ignored in serialization. Client should not react to this.
         /// </summary>
         [JsonIgnore]
-        public IEnumerable<IMailItem> DownloadedMessages { get; set; } = new List<IMailItem>();
+        public IEnumerable<IMailItem> DownloadedMessages { get; set; } = [];
+
+        public ProfileInformation ProfileInformation { get; set; }
+
         public SynchronizationCompletedState CompletedState { get; set; }
 
         public static SynchronizationResult Empty => new() { CompletedState = SynchronizationCompletedState.Success };
 
-        public static SynchronizationResult Completed(IEnumerable<IMailItem> downloadedMessages)
-            => new() { DownloadedMessages = downloadedMessages, CompletedState = SynchronizationCompletedState.Success };
+        public static SynchronizationResult Completed(IEnumerable<IMailItem> downloadedMessages, ProfileInformation profileInformation = null)
+            => new()
+            {
+                DownloadedMessages = downloadedMessages,
+                ProfileInformation = profileInformation,
+                CompletedState = SynchronizationCompletedState.Success
+            };
 
         public static SynchronizationResult Canceled => new() { CompletedState = SynchronizationCompletedState.Canceled };
+        public static SynchronizationResult Failed => new() { CompletedState = SynchronizationCompletedState.Failed };
     }
 }

Wino.Core.Domain/Translations/en_US/resources.json

@@ -3,6 +3,7 @@
     "AccountCreationDialog_Initializing": "initializing",
     "AccountCreationDialog_PreparingFolders": "We are getting folder information at the moment.",
     "AccountCreationDialog_SigninIn": "Account information is being saved.",
+    "AccountCreationDialog_FetchingProfileInformation": "Fetching profile details.",
     "AccountEditDialog_Message": "Account Name",
     "AccountEditDialog_Title": "Edit Account",
     "AccountPickerDialog_Title": "Pick an account",
@@ -21,6 +22,8 @@
     "BasicIMAPSetupDialog_Password": "Password",
     "BasicIMAPSetupDialog_Title": "IMAP Account",
     "Buttons_AddAccount": "Add Account",
+    "Buttons_AddNewAlias": "Add New Alias",
+    "Buttons_SyncAliases": "Synchronize Aliases",
     "Buttons_ApplyTheme": "Apply Theme",
     "Buttons_Browse": "Browse",
     "Buttons_Cancel": "Cancel",
@@ -64,6 +67,16 @@
     "CustomThemeBuilder_WallpaperTitle": "Set custom wallpaper",
     "DialogMessage_AccountLimitMessage": "You have reached the account creation limit.\nWould you like to purchase 'Unlimited Account' add-on to continue?",
     "DialogMessage_AccountLimitTitle": "Account Limit Reached",
+    "DialogMessage_AliasNotSelectedTitle": "Missing Alias",
+    "DialogMessage_AliasNotSelectedMessage": "You must select an alias before sending a message.",
+    "DialogMessage_AliasExistsTitle": "Existing Alias",
+    "DialogMessage_AliasExistsMessage": "This alias is already in use.",
+    "DialogMessage_InvalidAliasTitle": "Invalid Alias",
+    "DialogMessage_InvalidAliasMessage": "This alias is not valid. Make sure all addresses of the alias are valid e-mail addresses.",
+    "DialogMessage_CantDeleteRootAliasTitle": "Can't Delete Alias",
+    "DialogMessage_CantDeleteRootAliasMessage": "Root alias can't be deleted. This is your main identity associated with your account setup.",
+    "DialogMessage_AliasCreatedTitle": "Created New Alias",
+    "DialogMessage_AliasCreatedMessage": "New alias is succesfully created.",
     "DialogMessage_CleanupFolderMessage": "Do you want to permanently delete all the mails in this folder?",
     "DialogMessage_CleanupFolderTitle": "Cleanup Folder",
     "DialogMessage_ComposerMissingRecipientMessage": "Message has no recipient.",
@@ -92,9 +105,16 @@
     "DialogMessage_UnsubscribeConfirmationGoToWebsiteConfirmButton": "Go to website",
     "DialogMessage_UnsubscribeConfirmationMailtoMessage": "Do you want to stop getting messages from {0}? Wino will unsubscribe for you by sending an email from your email account to {1}.",
     "Dialog_DontAskAgain": "Don't ask again",
+    "CreateAccountAliasDialog_Title": "Create Account Alias",
+    "CreateAccountAliasDialog_Description": "Make sure your outgoing server allows sending mails from this alias.",
+    "CreateAccountAliasDialog_AliasAddress": "Address",
+    "CreateAccountAliasDialog_AliasAddressPlaceholder": "eg. support@mydomain.com",
+    "CreateAccountAliasDialog_ReplyToAddress": "Reply-To Address",
+    "CreateAccountAliasDialog_ReplyToAddressPlaceholder": "admin@mydomain.com",
     "DiscordChannelDisclaimerMessage": "Wino doesn't have it's own Discord server, but special 'wino-mail' channel is hosted at 'Developer Sanctuary' server.\nTo get the updates about Wino please join Developer Sanctuary server and follow 'wino-mail' channel under 'Community Projects'\n\nYou will be directed to server URL since Discord doesn't support channel invites.",
     "DiscordChannelDisclaimerTitle": "Important Discord Information",
     "Draft": "Draft",
+    "Busy": "Busy",
     "EditorToolbarOption_Draw": "Draw",
     "EditorToolbarOption_Format": "Format",
     "EditorToolbarOption_Insert": "Insert",
@@ -106,6 +126,7 @@
     "ElementTheme_Light": "Light mode",
     "Emoji": "Emoji",
     "Exception_WinoServerException": "Wino server failed.",
+    "Exception_MailProcessing": "This mail is still being processed. Please try again after few seconds.",
     "Exception_ImapAutoDiscoveryFailed": "Couldn't find mailbox settings.",
     "Exception_ImapClientPoolFailed": "IMAP Client Pool failed.",
     "Exception_AuthenticationCanceled": "Authentication canceled",
@@ -113,6 +134,9 @@
     "Exception_CustomThemeMissingName": "You must provide a name.",
     "Exception_CustomThemeMissingWallpaper": "You must provide a custom background image.",
     "Exception_FailedToSynchronizeFolders": "Failed to synchronize folders",
+    "Exception_FailedToSynchronizeAliases": "Failed to synchronize aliases",
+    "Exception_MissingAlias": "Primary alias does not exist for this account. Creating draft failed.",
+    "Exception_FailedToSynchronizeProfileInformation": "Failed to synchronize profile information",
     "Exception_GoogleAuthCallbackNull": "Callback uri is null on activation.",
     "Exception_GoogleAuthCorruptedCode": "Corrupted authorization response.",
     "Exception_GoogleAuthError": "OAuth authorization error: {0}",
@@ -253,6 +277,7 @@
     "Info_UnsubscribeLinkInvalidMessage": "This unsubscribe link is invalid. Failed to unsubscribe from the list.",
     "Info_UnsubscribeSuccessMessage": "Successfully unsubscribed from {0}.",
     "Info_UnsubscribeErrorMessage": "Failed to unsubscribe",
+    "Info_CantDeletePrimaryAliasMessage": "Primary alias can't be deleted. Please change your alias before deleting this one",
     "ImapAdvancedSetupDialog_AuthenticationMethod": "Authentication method",
     "ImapAdvancedSetupDialog_ConnectionSecurity": "Connection security",
     "ImapAuthenticationMethod_Auto": "Auto",
@@ -396,6 +421,8 @@
     "SettingsFolderSync_Title": "Folder Synchronization",
     "SettingsFolderOptions_Title": "Folder Configuration",
     "SettingsFolderOptions_Description": "Change individual folder settings like enable/disable sync or show/hide unread badge.",
+    "SettingsManageAliases_Title": "Aliases",
+    "SettingsManageAliases_Description": "See e-mail aliases assigned for this account, update or delete them.",
     "SettingsHoverActionCenter": "Center Action",
     "SettingsHoverActionLeft": "Left Action",
     "SettingsHoverActionRight": "Right Action",
@@ -406,6 +433,11 @@
     "SettingsLanguageTime_Title": "Language & Time",
     "SettingsLanguageTime_Description": "Wino display language, preferred time format.",
     "CategoriesFolderNameOverride": "Categories",
+    "AccountAlias_Column_Verified": "Verified",
+    "AccountAlias_Column_Alias": "Alias",
+    "AccountAlias_Column_IsPrimaryAlias": "Primary",
+    "AccountAlias_Disclaimer_FirstLine": "Wino can only import aliases for your Gmail accounts.",
+    "AccountAlias_Disclaimer_SecondLine": "If you want to use aliases for your Outlook or IMAP account, please add them yourself.",
     "MoreFolderNameOverride": "More",
     "SettingsOptions_Title": "Settings",
     "SettingsLinkAccounts_Description": "Merge multiple accounts into one. See mails from one Inbox together.",

Wino.Core.Domain/Translator.Designer.cs

@@ -38,6 +38,11 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string AccountCreationDialog_SigninIn => Resources.GetTranslatedString(@"AccountCreationDialog_SigninIn");	
 	
+        /// <summary>
+		/// Fetching profile details.
+		/// </summary>
+		public static string AccountCreationDialog_FetchingProfileInformation => Resources.GetTranslatedString(@"AccountCreationDialog_FetchingProfileInformation");	
+	
         /// <summary>
 		/// Account Name
 		/// </summary>
@@ -128,6 +133,16 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Buttons_AddAccount => Resources.GetTranslatedString(@"Buttons_AddAccount");	
 	
+        /// <summary>
+		/// Add New Alias
+		/// </summary>
+		public static string Buttons_AddNewAlias => Resources.GetTranslatedString(@"Buttons_AddNewAlias");	
+	
+        /// <summary>
+		/// Synchronize Aliases
+		/// </summary>
+		public static string Buttons_SyncAliases => Resources.GetTranslatedString(@"Buttons_SyncAliases");	
+	
         /// <summary>
 		/// Apply Theme
 		/// </summary>
@@ -343,6 +358,56 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string DialogMessage_AccountLimitTitle => Resources.GetTranslatedString(@"DialogMessage_AccountLimitTitle");	
 	
+        /// <summary>
+		/// Missing Alias
+		/// </summary>
+		public static string DialogMessage_AliasNotSelectedTitle => Resources.GetTranslatedString(@"DialogMessage_AliasNotSelectedTitle");	
+	
+        /// <summary>
+		/// You must select an alias before sending a message.
+		/// </summary>
+		public static string DialogMessage_AliasNotSelectedMessage => Resources.GetTranslatedString(@"DialogMessage_AliasNotSelectedMessage");	
+	
+        /// <summary>
+		/// Existing Alias
+		/// </summary>
+		public static string DialogMessage_AliasExistsTitle => Resources.GetTranslatedString(@"DialogMessage_AliasExistsTitle");	
+	
+        /// <summary>
+		/// This alias is already in use.
+		/// </summary>
+		public static string DialogMessage_AliasExistsMessage => Resources.GetTranslatedString(@"DialogMessage_AliasExistsMessage");	
+	
+        /// <summary>
+		/// Invalid Alias
+		/// </summary>
+		public static string DialogMessage_InvalidAliasTitle => Resources.GetTranslatedString(@"DialogMessage_InvalidAliasTitle");	
+	
+        /// <summary>
+		/// This alias is not valid. Make sure all addresses of the alias are valid e-mail addresses.
+		/// </summary>
+		public static string DialogMessage_InvalidAliasMessage => Resources.GetTranslatedString(@"DialogMessage_InvalidAliasMessage");	
+	
+        /// <summary>
+		/// Can't Delete Alias
+		/// </summary>
+		public static string DialogMessage_CantDeleteRootAliasTitle => Resources.GetTranslatedString(@"DialogMessage_CantDeleteRootAliasTitle");	
+	
+        /// <summary>
+		/// Root alias can't be deleted. This is your main identity associated with your account setup.
+		/// </summary>
+		public static string DialogMessage_CantDeleteRootAliasMessage => Resources.GetTranslatedString(@"DialogMessage_CantDeleteRootAliasMessage");	
+	
+        /// <summary>
+		/// Created New Alias
+		/// </summary>
+		public static string DialogMessage_AliasCreatedTitle => Resources.GetTranslatedString(@"DialogMessage_AliasCreatedTitle");	
+	
+        /// <summary>
+		/// New alias is succesfully created.
+		/// </summary>
+		public static string DialogMessage_AliasCreatedMessage => Resources.GetTranslatedString(@"DialogMessage_AliasCreatedMessage");	
+	
         /// <summary>
 		/// Do you want to permanently delete all the mails in this folder?
 		/// </summary>
@@ -434,7 +499,7 @@ namespace Wino.Core.Domain
 		public static string DialogMessage_UnlinkAccountsConfirmationTitle => Resources.GetTranslatedString(@"DialogMessage_UnlinkAccountsConfirmationTitle");	
 	
         /// <summary>
-		/// Missin Subject
+		/// Missing Subject
 		/// </summary>
 		public static string DialogMessage_EmptySubjectConfirmation => Resources.GetTranslatedString(@"DialogMessage_EmptySubjectConfirmation");	
 	
@@ -483,6 +548,36 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Dialog_DontAskAgain => Resources.GetTranslatedString(@"Dialog_DontAskAgain");	
 	
+        /// <summary>
+		/// Create Account Alias
+		/// </summary>
+		public static string CreateAccountAliasDialog_Title => Resources.GetTranslatedString(@"CreateAccountAliasDialog_Title");	
+	
+        /// <summary>
+		/// Make sure your outgoing server allows sending mails from this alias.
+		/// </summary>
+		public static string CreateAccountAliasDialog_Description => Resources.GetTranslatedString(@"CreateAccountAliasDialog_Description");	
+	
+        /// <summary>
+		/// Address
+		/// </summary>
+		public static string CreateAccountAliasDialog_AliasAddress => Resources.GetTranslatedString(@"CreateAccountAliasDialog_AliasAddress");	
+	
+        /// <summary>
+		/// eg. support@mydomain.com
+		/// </summary>
+		public static string CreateAccountAliasDialog_AliasAddressPlaceholder => Resources.GetTranslatedString(@"CreateAccountAliasDialog_AliasAddressPlaceholder");	
+	
+        /// <summary>
+		/// Reply-To Address
+		/// </summary>
+		public static string CreateAccountAliasDialog_ReplyToAddress => Resources.GetTranslatedString(@"CreateAccountAliasDialog_ReplyToAddress");	
+	
+        /// <summary>
+		/// admin@mydomain.com
+		/// </summary>
+		public static string CreateAccountAliasDialog_ReplyToAddressPlaceholder => Resources.GetTranslatedString(@"CreateAccountAliasDialog_ReplyToAddressPlaceholder");	
+	
         /// <summary>
 		/// Wino doesn't have it's own Discord server, but special 'wino-mail' channel is hosted at 'Developer Sanctuary' server. To get the updates about Wino please join Developer Sanctuary server and follow 'wino-mail' channel under 'Community Projects'  You will be directed to server URL since Discord doesn't support channel invites.
 		/// </summary>
@@ -498,6 +593,11 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Draft => Resources.GetTranslatedString(@"Draft");	
 	
+        /// <summary>
+		/// Busy
+		/// </summary>
+		public static string Busy => Resources.GetTranslatedString(@"Busy");	
+	
         /// <summary>
 		/// Draw
 		/// </summary>
@@ -553,6 +653,11 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Exception_WinoServerException => Resources.GetTranslatedString(@"Exception_WinoServerException");	
 	
+        /// <summary>
+		/// This mail is still being processed. Please try again after few seconds.
+		/// </summary>
+		public static string Exception_MailProcessing => Resources.GetTranslatedString(@"Exception_MailProcessing");	
+	
         /// <summary>
 		/// Couldn't find mailbox settings.
 		/// </summary>
@@ -588,6 +693,21 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Exception_FailedToSynchronizeFolders => Resources.GetTranslatedString(@"Exception_FailedToSynchronizeFolders");	
 	
+        /// <summary>
+		/// Failed to synchronize aliases
+		/// </summary>
+		public static string Exception_FailedToSynchronizeAliases => Resources.GetTranslatedString(@"Exception_FailedToSynchronizeAliases");	
+	
+        /// <summary>
+		/// Primary alias does not exist for this account. Creating draft failed.
+		/// </summary>
+		public static string Exception_MissingAlias => Resources.GetTranslatedString(@"Exception_MissingAlias");	
+	
+        /// <summary>
+		/// Failed to synchronize profile information
+		/// </summary>
+		public static string Exception_FailedToSynchronizeProfileInformation => Resources.GetTranslatedString(@"Exception_FailedToSynchronizeProfileInformation");	
+	
         /// <summary>
 		/// Callback uri is null on activation.
 		/// </summary>
@@ -1288,6 +1408,11 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string Info_UnsubscribeErrorMessage => Resources.GetTranslatedString(@"Info_UnsubscribeErrorMessage");	
 	
+        /// <summary>
+		/// Primary alias can't be deleted. Please change your alias before deleting this one
+		/// </summary>
+		public static string Info_CantDeletePrimaryAliasMessage => Resources.GetTranslatedString(@"Info_CantDeletePrimaryAliasMessage");	
+	
         /// <summary>
 		/// Authentication method
 		/// </summary>
@@ -2003,6 +2128,16 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string SettingsFolderOptions_Description => Resources.GetTranslatedString(@"SettingsFolderOptions_Description");	
 	
+        /// <summary>
+		/// Aliases
+		/// </summary>
+		public static string SettingsManageAliases_Title => Resources.GetTranslatedString(@"SettingsManageAliases_Title");	
+	
+        /// <summary>
+		/// See e-mail aliases assigned for this account, update or delete them.
+		/// </summary>
+		public static string SettingsManageAliases_Description => Resources.GetTranslatedString(@"SettingsManageAliases_Description");	
+	
         /// <summary>
 		/// Center Action
 		/// </summary>
@@ -2053,6 +2188,31 @@ namespace Wino.Core.Domain
 		/// </summary>
 		public static string CategoriesFolderNameOverride => Resources.GetTranslatedString(@"CategoriesFolderNameOverride");	
 	
+        /// <summary>
+		/// Verified
+		/// </summary>
+		public static string AccountAlias_Column_Verified => Resources.GetTranslatedString(@"AccountAlias_Column_Verified");	
+	
+        /// <summary>
+		/// Alias
+		/// </summary>
+		public static string AccountAlias_Column_Alias => Resources.GetTranslatedString(@"AccountAlias_Column_Alias");	
+	
+        /// <summary>
+		/// Primary
+		/// </summary>
+		public static string AccountAlias_Column_IsPrimaryAlias => Resources.GetTranslatedString(@"AccountAlias_Column_IsPrimaryAlias");	
+	
+        /// <summary>
+		/// Wino can only import aliases for your Gmail accounts.
+		/// </summary>
+		public static string AccountAlias_Disclaimer_FirstLine => Resources.GetTranslatedString(@"AccountAlias_Disclaimer_FirstLine");	
+	
+        /// <summary>
+		/// If you want to use aliases for your Outlook or IMAP account, please add them yourself.
+		/// </summary>
+		public static string AccountAlias_Disclaimer_SecondLine => Resources.GetTranslatedString(@"AccountAlias_Disclaimer_SecondLine");	
+	
         /// <summary>
 		/// More
 		/// </summary>

Wino.Core/Authenticators/OutlookAuthenticator.cs

@@ -28,7 +28,7 @@ namespace Wino.Core.Authenticators
 
         public string ClientId { get; } = "b19c2035-d740-49ff-b297-de6ec561b208";
 
-        private readonly string[] MailScope = ["email", "mail.readwrite", "offline_access", "mail.send"];
+        private readonly string[] MailScope = ["email", "mail.readwrite", "offline_access", "mail.send", "Mail.Send.Shared", "Mail.ReadWrite.Shared"];
 
         public override MailProviderType ProviderType => MailProviderType.Outlook;
 

Wino.Core/Extensions/FolderTreeExtensions.cs

@@ -1,31 +0,0 @@
-using Wino.Core.Domain.Interfaces;
-using Wino.Core.Domain.Models.Folders;
-using Wino.Core.MenuItems;
-
-namespace Wino.Core.Extensions
-{
-    public static class FolderTreeExtensions
-    {
-        private static MenuItemBase<IMailItemFolder, FolderMenuItem> GetMenuItemByFolderRecursive(IMailItemFolder structure, AccountMenuItem parentAccountMenuItem, IMenuItem parentFolderItem)
-        {
-            MenuItemBase<IMailItemFolder, FolderMenuItem> parentMenuItem = new FolderMenuItem(structure, parentAccountMenuItem.Parameter, parentFolderItem);
-
-            var childStructures = structure.ChildFolders;
-
-            foreach (var childFolder in childStructures)
-            {
-                if (childFolder == null) continue;
-
-                // Folder menu item.
-                var subChildrenFolderTree = GetMenuItemByFolderRecursive(childFolder, parentAccountMenuItem, parentMenuItem);
-
-                if (subChildrenFolderTree is FolderMenuItem folderItem)
-                {
-                    parentMenuItem.SubMenuItems.Add(folderItem);
-                }
-            }
-
-            return parentMenuItem;
-        }
-    }
-}

Wino.Core/Extensions/GoogleIntegratorExtensions.cs

@@ -1,6 +1,5 @@
 using System;
 using System.Collections.Generic;
-using System.Diagnostics;
 using System.Linq;
 using System.Web;
 using Google.Apis.Gmail.v1.Data;
@@ -205,44 +204,16 @@ namespace Wino.Core.Extensions
             };
         }
 
-        public static Tuple<MailCopy, MimeMessage, IEnumerable<string>> GetMailDetails(this Message message)
+        public static List<RemoteAccountAlias> GetRemoteAliases(this ListSendAsResponse response)
         {
-            MimeMessage mimeMessage = message.GetGmailMimeMessage();
-
-            if (mimeMessage == null)
+            return response?.SendAs?.Select(a => new RemoteAccountAlias()
             {
-                // This should never happen.
-                Debugger.Break();
-
-                return default;
-            }
-
-            bool isUnread = message.GetIsUnread();
-            bool isFocused = message.GetIsFocused();
-            bool isFlagged = message.GetIsFlagged();
-            bool isDraft = message.GetIsDraft();
-
-            var mailCopy = new MailCopy()
-            {
-                CreationDate = mimeMessage.Date.UtcDateTime,
-                Subject = HttpUtility.HtmlDecode(mimeMessage.Subject),
-                FromName = MailkitClientExtensions.GetActualSenderName(mimeMessage),
-                FromAddress = MailkitClientExtensions.GetActualSenderAddress(mimeMessage),
-                PreviewText = HttpUtility.HtmlDecode(message.Snippet),
-                ThreadId = message.ThreadId,
-                Importance = (MailImportance)mimeMessage.Importance,
-                Id = message.Id,
-                IsDraft = isDraft,
-                HasAttachments = mimeMessage.Attachments.Any(),
-                IsRead = !isUnread,
-                IsFlagged = isFlagged,
-                IsFocused = isFocused,
-                InReplyTo = mimeMessage.InReplyTo,
-                MessageId = mimeMessage.MessageId,
-                References = mimeMessage.References.GetReferences()
-            };
-
-            return new Tuple<MailCopy, MimeMessage, IEnumerable<string>>(mailCopy, mimeMessage, message.LabelIds);
+                AliasAddress = a.SendAsEmail,
+                IsRootAlias = a.IsDefault.GetValueOrDefault(),
+                IsPrimary = a.IsPrimary.GetValueOrDefault(),
+                ReplyToAddress = a.ReplyToAddress,
+                IsVerified = a.VerificationStatus == "accepted" || a.IsDefault.GetValueOrDefault(),
+            }).ToList();
         }
     }
 }

Wino.Core/Extensions/OutlookIntegratorExtensions.cs

@@ -1,5 +1,9 @@
 using System;
+using System.Collections.Generic;
+using System.IO;
+using System.Linq;
 using Microsoft.Graph.Models;
+using MimeKit;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
 
@@ -61,5 +65,160 @@ namespace Wino.Core.Extensions
 
             return mailCopy;
         }
+
+        public static Message AsOutlookMessage(this MimeMessage mime, bool includeInternetHeaders)
+        {
+            var fromAddress = GetRecipients(mime.From).ElementAt(0);
+            var toAddresses = GetRecipients(mime.To).ToList();
+            var ccAddresses = GetRecipients(mime.Cc).ToList();
+            var bccAddresses = GetRecipients(mime.Bcc).ToList();
+            var replyToAddresses = GetRecipients(mime.ReplyTo).ToList();
+
+            var message = new Message()
+            {
+                Subject = mime.Subject,
+                Importance = GetImportance(mime.Importance),
+                Body = new ItemBody() { ContentType = BodyType.Html, Content = mime.HtmlBody },
+                IsDraft = false,
+                IsRead = true, // Sent messages are always read.
+                ToRecipients = toAddresses,
+                CcRecipients = ccAddresses,
+                BccRecipients = bccAddresses,
+                From = fromAddress,
+                InternetMessageId = GetProperId(mime.MessageId),
+                ReplyTo = replyToAddresses,
+                Attachments = []
+            };
+
+            // Headers are only included when creating the draft.
+            // When sending, they are not included. Graph will throw an error.
+
+            if (includeInternetHeaders)
+            {
+                message.InternetMessageHeaders = GetHeaderList(mime);
+            }
+
+            foreach (var part in mime.BodyParts)
+            {
+                if (part.IsAttachment)
+                {
+                    // File attachment.
+
+                    using var memory = new MemoryStream();
+                    ((MimePart)part).Content.DecodeTo(memory);
+
+                    var bytes = memory.ToArray();
+
+                    var fileAttachment = new FileAttachment()
+                    {
+                        ContentId = part.ContentId,
+                        Name = part.ContentDisposition?.FileName ?? part.ContentType.Name,
+                        ContentBytes = bytes,
+                    };
+
+                    message.Attachments.Add(fileAttachment);
+                }
+                else if (part.ContentDisposition != null && part.ContentDisposition.Disposition == "inline")
+                {
+                    // Inline attachment.
+
+                    using var memory = new MemoryStream();
+                    ((MimePart)part).Content.DecodeTo(memory);
+
+                    var bytes = memory.ToArray();
+                    var inlineAttachment = new FileAttachment()
+                    {
+                        IsInline = true,
+                        ContentId = part.ContentId,
+                        Name = part.ContentDisposition?.FileName ?? part.ContentType.Name,
+                        ContentBytes = bytes
+                    };
+
+                    message.Attachments.Add(inlineAttachment);
+                }
+            }
+
+            return message;
+        }
+
+        #region Mime to Outlook Message Helpers
+
+        private static IEnumerable<Recipient> GetRecipients(this InternetAddressList internetAddresses)
+        {
+            foreach (var address in internetAddresses)
+            {
+                if (address is MailboxAddress mailboxAddress)
+                    yield return new Recipient() { EmailAddress = new EmailAddress() { Address = mailboxAddress.Address, Name = mailboxAddress.Name } };
+                else if (address is GroupAddress groupAddress)
+                {
+                    // TODO: Group addresses are not directly supported.
+                    // It'll be individually added.
+
+                    foreach (var mailbox in groupAddress.Members)
+                        if (mailbox is MailboxAddress groupMemberMailAddress)
+                            yield return new Recipient() { EmailAddress = new EmailAddress() { Address = groupMemberMailAddress.Address, Name = groupMemberMailAddress.Name } };
+                }
+            }
+        }
+
+        private static Importance? GetImportance(MessageImportance importance)
+        {
+            return importance switch
+            {
+                MessageImportance.Low => Importance.Low,
+                MessageImportance.Normal => Importance.Normal,
+                MessageImportance.High => Importance.High,
+                _ => null
+            };
+        }
+
+        private static List<InternetMessageHeader> GetHeaderList(this MimeMessage mime)
+        {
+            // Graph API only allows max of 5 headers.
+            // Here we'll try to ignore some headers that are not neccessary.
+            // Outlook API will generate them automatically.
+
+            // Some headers also require to start with X- or x-.
+
+            string[] headersToIgnore = ["Date", "To", "MIME-Version", "From", "Subject", "Message-Id"];
+            string[] headersToModify = ["In-Reply-To", "Reply-To", "References", "Thread-Topic"];
+
+            var headers = new List<InternetMessageHeader>();
+
+            int includedHeaderCount = 0;
+
+            foreach (var header in mime.Headers)
+            {
+                if (!headersToIgnore.Contains(header.Field))
+                {
+                    if (headersToModify.Contains(header.Field))
+                    {
+                        headers.Add(new InternetMessageHeader() { Name = $"X-{header.Field}", Value = header.Value });
+                    }
+                    else
+                    {
+                        headers.Add(new InternetMessageHeader() { Name = header.Field, Value = header.Value });
+                    }
+
+                    includedHeaderCount++;
+                }
+
+                if (includedHeaderCount >= 5) break;
+            }
+
+            return headers;
+        }
+
+        private static string GetProperId(string id)
+        {
+            // Outlook requires some identifiers to start with "X-" or "x-".
+            if (string.IsNullOrEmpty(id)) return string.Empty;
+
+            if (!id.StartsWith("x-") || !id.StartsWith("X-"))
+                return $"X-{id}";
+
+            return id;
+        }
+        #endregion
     }
 }

Wino.Core/Integration/ImapClientPool.cs

@@ -33,11 +33,13 @@ namespace Wino.Core.Integration
         // Later on maybe we can make it configurable and leave it to the user with passing
         // real implementation details.
 
-        private readonly ImapImplementation _implementation = new ImapImplementation()
+        private readonly ImapImplementation _implementation = new()
         {
-            Version = "1.0",
+            Version = "1.8.0",
             OS = "Windows",
-            Vendor = "Wino"
+            Vendor = "Wino",
+            SupportUrl = "https://www.winomail.app",
+            Name = "Wino Mail User",
         };
 
         private readonly int MinimumPoolSize = 5;

Wino.Core/Integration/Processors/DefaultChangeProcessor.cs

@@ -19,6 +19,7 @@ namespace Wino.Core.Integration.Processors
     /// </summary>
     public interface IDefaultChangeProcessor
     {
+        Task UpdateAccountAsync(MailAccount account);
         Task<string> UpdateAccountDeltaSynchronizationIdentifierAsync(Guid accountId, string deltaSynchronizationIdentifier);
         Task CreateAssignmentAsync(Guid accountId, string mailCopyId, string remoteFolderId);
         Task DeleteAssignmentAsync(Guid accountId, string mailCopyId, string remoteFolderId);
@@ -39,12 +40,14 @@ namespace Wino.Core.Integration.Processors
         /// <returns>All folders.</returns>
         Task<List<MailItemFolder>> GetLocalFoldersAsync(Guid accountId);
 
+
         Task<List<MailItemFolder>> GetSynchronizationFoldersAsync(SynchronizationOptions options);
 
         Task<bool> MapLocalDraftAsync(Guid accountId, Guid localDraftCopyUniqueId, string newMailCopyId, string newDraftId, string newThreadId);
         Task UpdateFolderLastSyncDateAsync(Guid folderId);
 
         Task<List<MailItemFolder>> GetExistingFoldersAsync(Guid accountId);
+        Task UpdateRemoteAliasInformationAsync(MailAccount account, List<RemoteAccountAlias> remoteAccountAliases);
     }
 
     public interface IGmailChangeProcessor : IDefaultChangeProcessor
@@ -172,5 +175,11 @@ namespace Wino.Core.Integration.Processors
 
         public Task UpdateFolderLastSyncDateAsync(Guid folderId)
             => FolderService.UpdateFolderLastSyncDateAsync(folderId);
+
+        public Task UpdateAccountAsync(MailAccount account)
+            => AccountService.UpdateAccountAsync(account);
+
+        public Task UpdateRemoteAliasInformationAsync(MailAccount account, List<RemoteAccountAlias> remoteAccountAliases)
+            => AccountService.UpdateRemoteAliasInformationAsync(account, remoteAccountAliases);
     }
 }

Wino.Core/MenuItems/AccountMenuItem.cs

@@ -47,6 +47,12 @@ namespace Wino.Core.MenuItems
             set => SetProperty(Parameter.Name, value, Parameter, (u, n) => u.Name = n);
         }
 
+        public string Base64ProfilePicture
+        {
+            get => Parameter.Name;
+            set => SetProperty(Parameter.Base64ProfilePictureData, value, Parameter, (u, n) => u.Base64ProfilePictureData = n);
+        }
+
         public IEnumerable<MailAccount> HoldingAccounts => new List<MailAccount> { Parameter };
 
         public AccountMenuItem(MailAccount account, IMenuItem parent = null) : base(account, account.Id, parent)
@@ -59,6 +65,7 @@ namespace Wino.Core.MenuItems
             Parameter = account;
             AccountName = account.Name;
             AttentionReason = account.AttentionReason;
+            Base64ProfilePicture = account.Base64ProfilePictureData;
 
             if (SubMenuItems == null) return;
 

Wino.Core/Services/AccountService.cs

@@ -1,6 +1,5 @@
 using System;
 using System.Collections.Generic;
-using System.Diagnostics;
 using System.Linq;
 using System.Threading.Tasks;
 using CommunityToolkit.Diagnostics;
@@ -10,6 +9,7 @@ using SqlKata;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Extensions;
 using Wino.Messaging.Client.Accounts;
 using Wino.Messaging.UI;
@@ -233,6 +233,33 @@ namespace Wino.Core.Services
             return accounts;
         }
 
+        public async Task CreateRootAliasAsync(Guid accountId, string address)
+        {
+            var rootAlias = new MailAccountAlias()
+            {
+                AccountId = accountId,
+                AliasAddress = address,
+                IsPrimary = true,
+                IsRootAlias = true,
+                IsVerified = true,
+                ReplyToAddress = address,
+                Id = Guid.NewGuid()
+            };
+
+            await Connection.InsertAsync(rootAlias).ConfigureAwait(false);
+
+            Log.Information("Created root alias for the account {AccountId}", accountId);
+        }
+
+        public async Task<List<MailAccountAlias>> GetAccountAliasesAsync(Guid accountId)
+        {
+            var query = new Query(nameof(MailAccountAlias))
+                .Where(nameof(MailAccountAlias.AccountId), accountId)
+                .OrderByDesc(nameof(MailAccountAlias.IsRootAlias));
+
+            return await Connection.QueryAsync<MailAccountAlias>(query.GetRawQuery()).ConfigureAwait(false);
+        }
+
         private Task<MergedInbox> GetMergedInboxInformationAsync(Guid mergedInboxId)
             => Connection.Table<MergedInbox>().FirstOrDefaultAsync(a => a.Id == mergedInboxId);
 
@@ -245,6 +272,7 @@ namespace Wino.Core.Services
             await Connection.Table<TokenInformation>().Where(a => a.AccountId == account.Id).DeleteAsync();
             await Connection.Table<MailItemFolder>().DeleteAsync(a => a.MailAccountId == account.Id);
             await Connection.Table<AccountSignature>().DeleteAsync(a => a.MailAccountId == account.Id);
+            await Connection.Table<MailAccountAlias>().DeleteAsync(a => a.AccountId == account.Id);
 
             // Account belongs to a merged inbox.
             // In case of there'll be a single account in the merged inbox, remove the merged inbox as well.
@@ -295,6 +323,19 @@ namespace Wino.Core.Services
             ReportUIChange(new AccountRemovedMessage(account));
         }
 
+        public async Task UpdateProfileInformationAsync(Guid accountId, ProfileInformation profileInformation)
+        {
+            var account = await GetAccountAsync(accountId).ConfigureAwait(false);
+
+            if (account != null)
+            {
+                account.SenderName = profileInformation.SenderName;
+                account.Base64ProfilePictureData = profileInformation.Base64ProfilePictureData;
+
+                await UpdateAccountAsync(account).ConfigureAwait(false);
+            }
+        }
+
         public async Task<MailAccount> GetAccountAsync(Guid accountId)
         {
             var account = await Connection.Table<MailAccount>().FirstOrDefaultAsync(a => a.Id == accountId);
@@ -321,17 +362,98 @@ namespace Wino.Core.Services
 
         public async Task UpdateAccountAsync(MailAccount account)
         {
-            if (account.Preferences == null)
-            {
-                Debugger.Break();
-            }
-
-            await Connection.UpdateAsync(account.Preferences);
-            await Connection.UpdateAsync(account);
+            await Connection.UpdateAsync(account.Preferences).ConfigureAwait(false);
+            await Connection.UpdateAsync(account).ConfigureAwait(false);
 
             ReportUIChange(new AccountUpdatedMessage(account));
         }
 
+        public async Task UpdateAccountAliasesAsync(Guid accountId, List<MailAccountAlias> aliases)
+        {
+            // Delete existing ones.
+            await Connection.Table<MailAccountAlias>().DeleteAsync(a => a.AccountId == accountId).ConfigureAwait(false);
+
+            // Insert new ones.
+            foreach (var alias in aliases)
+            {
+                await Connection.InsertAsync(alias).ConfigureAwait(false);
+            }
+        }
+
+        public async Task UpdateRemoteAliasInformationAsync(MailAccount account, List<RemoteAccountAlias> remoteAccountAliases)
+        {
+            var localAliases = await GetAccountAliasesAsync(account.Id).ConfigureAwait(false);
+            var rootAlias = localAliases.Find(a => a.IsRootAlias);
+
+            foreach (var remoteAlias in remoteAccountAliases)
+            {
+                var existingAlias = localAliases.Find(a => a.AccountId == account.Id && a.AliasAddress == remoteAlias.AliasAddress);
+
+                if (existingAlias == null)
+                {
+                    // Create new alias.
+                    var newAlias = new MailAccountAlias()
+                    {
+                        AccountId = account.Id,
+                        AliasAddress = remoteAlias.AliasAddress,
+                        IsPrimary = remoteAlias.IsPrimary,
+                        IsVerified = remoteAlias.IsVerified,
+                        ReplyToAddress = remoteAlias.ReplyToAddress,
+                        Id = Guid.NewGuid(),
+                        IsRootAlias = remoteAlias.IsRootAlias
+                    };
+
+                    await Connection.InsertAsync(newAlias);
+                    localAliases.Add(newAlias);
+                }
+                else
+                {
+                    // Update existing alias.
+                    existingAlias.IsPrimary = remoteAlias.IsPrimary;
+                    existingAlias.IsVerified = remoteAlias.IsVerified;
+                    existingAlias.ReplyToAddress = remoteAlias.ReplyToAddress;
+
+                    await Connection.UpdateAsync(existingAlias);
+                }
+            }
+
+            // Make sure there is only 1 root alias and 1 primary alias selected.
+
+            bool shouldUpdatePrimary = localAliases.Count(a => a.IsPrimary) != 1;
+            bool shouldUpdateRoot = localAliases.Count(a => a.IsRootAlias) != 1;
+
+            if (shouldUpdatePrimary)
+            {
+                localAliases.ForEach(a => a.IsPrimary = false);
+
+                var idealPrimaryAlias = localAliases.Find(a => a.AliasAddress == account.Address) ?? localAliases.First();
+
+                idealPrimaryAlias.IsPrimary = true;
+                await Connection.UpdateAsync(idealPrimaryAlias).ConfigureAwait(false);
+            }
+
+            if (shouldUpdateRoot)
+            {
+                localAliases.ForEach(a => a.IsRootAlias = false);
+
+                var idealRootAlias = localAliases.Find(a => a.AliasAddress == account.Address) ?? localAliases.First();
+
+                idealRootAlias.IsRootAlias = true;
+                await Connection.UpdateAsync(idealRootAlias).ConfigureAwait(false);
+            }
+        }
+
+        public async Task DeleteAccountAliasAsync(Guid aliasId)
+        {
+            // Create query to delete alias.
+
+            var query = new Query("MailAccountAlias")
+                .Where("Id", aliasId)
+                .AsDelete();
+
+            await Connection.ExecuteAsync(query.GetRawQuery()).ConfigureAwait(false);
+        }
+
         public async Task CreateAccountAsync(MailAccount account, TokenInformation tokenInformation, CustomServerInformation customServerInformation)
         {
             Guard.IsNotNull(account);
@@ -385,7 +507,7 @@ namespace Wino.Core.Services
             // Outlook token cache is managed by MSAL.
             // Don't save it to database.
 
-            if (tokenInformation != null && account.ProviderType != MailProviderType.Outlook)
+            if (tokenInformation != null && (account.ProviderType != MailProviderType.Outlook || account.ProviderType == MailProviderType.Office365))
                 await Connection.InsertAsync(tokenInformation);
         }
 
@@ -437,5 +559,14 @@ namespace Wino.Core.Services
 
             Messenger.Send(new AccountMenuItemsReordered(accountIdOrderPair));
         }
+
+        public async Task<MailAccountAlias> GetPrimaryAccountAliasAsync(Guid accountId)
+        {
+            var aliases = await GetAccountAliasesAsync(accountId);
+
+            if (aliases == null || aliases.Count == 0) return null;
+
+            return aliases.FirstOrDefault(a => a.IsPrimary) ?? aliases.First();
+        }
     }
 }

Wino.Core/Services/DatabaseService.cs

@@ -61,7 +61,8 @@ namespace Wino.Core.Services
                 typeof(CustomServerInformation),
                 typeof(AccountSignature),
                 typeof(MergedInbox),
-                typeof(MailAccountPreferences)
+                typeof(MailAccountPreferences),
+                typeof(MailAccountAlias)
                 );
         }
     }

Wino.Core/Services/MailService.cs

@@ -10,6 +10,7 @@ using SqlKata;
 using Wino.Core.Domain;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Exceptions;
 using Wino.Core.Domain.Extensions;
 using Wino.Core.Domain.Interfaces;
 using Wino.Core.Domain.Models.Comparers;
@@ -62,12 +63,14 @@ namespace Wino.Core.Services
             // This header will be used to map the local draft copy with the remote draft copy.
             var mimeUniqueId = createdDraftMimeMessage.Headers[Constants.WinoLocalDraftHeader];
 
+            var primaryAlias = await _accountService.GetPrimaryAccountAliasAsync(accountId).ConfigureAwait(false);
+
             var copy = new MailCopy
             {
                 UniqueId = Guid.Parse(mimeUniqueId),
                 Id = Guid.NewGuid().ToString(), // This will be replaced after network call with the remote draft id.
                 CreationDate = DateTime.UtcNow,
-                FromAddress = composerAccount.Address,
+                FromAddress = primaryAlias?.AliasAddress ?? composerAccount.Address,
                 FromName = composerAccount.SenderName,
                 HasAttachments = false,
                 Importance = MailImportance.Normal,
@@ -621,12 +624,17 @@ namespace Wino.Core.Services
             // This unique id is stored in mime headers for Wino to identify remote message with local copy.
             // Same unique id will be used for the local copy as well.
             // Synchronizer will map this unique id to the local draft copy after synchronization.
+
             var message = new MimeMessage()
             {
                 Headers = { { Constants.WinoLocalDraftHeader, Guid.NewGuid().ToString() } },
-                From = { new MailboxAddress(account.SenderName, account.Address) }
             };
 
+            var primaryAlias = await _accountService.GetPrimaryAccountAliasAsync(account.Id) ?? throw new MissingAliasException();
+
+            // Set FromName and FromAddress by alias.
+            message.From.Add(new MailboxAddress(account.SenderName, primaryAlias.AliasAddress));
+
             var builder = new BodyBuilder();
 
             var signature = await GetSignature(account, draftCreationOptions.Reason);

Wino.Core/Services/MimeFileService.cs

@@ -109,12 +109,9 @@ namespace Wino.Core.Services
                 var resourcePath = await GetMimeResourcePathAsync(accountId, fileId).ConfigureAwait(false);
                 var completeFilePath = GetEMLPath(resourcePath);
 
-                var fileStream = File.Create(completeFilePath);
+                using var fileStream = File.Open(completeFilePath, FileMode.OpenOrCreate);
 
-                using (fileStream)
-                {
-                    await mimeMessage.WriteToAsync(fileStream).ConfigureAwait(false);
-                }
+                await mimeMessage.WriteToAsync(fileStream).ConfigureAwait(false);
 
                 return true;
             }

Wino.Core/Synchronizers/BaseSynchronizer.cs

@@ -3,6 +3,7 @@ using System.Collections.Concurrent;
 using System.Collections.Generic;
 using System.Diagnostics;
 using System.Linq;
+using System.Net.Http;
 using System.Threading;
 using System.Threading.Tasks;
 using CommunityToolkit.Mvvm.Messaging;
@@ -12,6 +13,7 @@ using Wino.Core.Domain;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Domain.Models.MailItem;
 using Wino.Core.Domain.Models.Synchronization;
 using Wino.Core.Integration;
@@ -69,8 +71,65 @@ namespace Wino.Core.Synchronizers
         /// <param name="cancellationToken">Cancellation token</param>
         public abstract Task ExecuteNativeRequestsAsync(IEnumerable<IRequestBundle<TBaseRequest>> batchedRequests, CancellationToken cancellationToken = default);
 
-        public abstract Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default);
+        /// <summary>
+        /// Refreshes remote mail account profile if possible.
+        /// Profile picture, sender name and mailbox settings (todo) will be handled in this step.
+        /// </summary>
+        public virtual Task<ProfileInformation> GetProfileInformationAsync() => default;
 
+        /// <summary>
+        /// Refreshes the aliases of the account.
+        /// Only available for Gmail right now.
+        /// </summary>
+        protected virtual Task SynchronizeAliasesAsync() => Task.CompletedTask;
+
+        /// <summary>
+        /// Returns the base64 encoded profile picture of the account from the given URL.
+        /// </summary>
+        /// <param name="url">URL to retrieve picture from.</param>
+        /// <returns>base64 encoded profile picture</returns>
+        protected async Task<string> GetProfilePictureBase64EncodedAsync(string url)
+        {
+            using var client = new HttpClient();
+
+            var response = await client.GetAsync(url).ConfigureAwait(false);
+            var byteContent = await response.Content.ReadAsByteArrayAsync().ConfigureAwait(false);
+
+            return Convert.ToBase64String(byteContent);
+        }
+
+        /// <summary>
+        /// Internally synchronizes the account with the given options.
+        /// Not exposed and overriden for each synchronizer.
+        /// </summary>
+        /// <param name="options">Synchronization options.</param>
+        /// <param name="cancellationToken">Cancellation token.</param>
+        /// <returns>Synchronization result that contains summary of the sync.</returns>
+        protected abstract Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default);
+
+        /// <summary>
+        /// Safely updates account's profile information.
+        /// Database changes are reflected after this call.
+        /// </summary>
+        private async Task<ProfileInformation> SynchronizeProfileInformationInternalAsync()
+        {
+            var profileInformation = await GetProfileInformationAsync();
+
+            if (profileInformation != null)
+            {
+                Account.SenderName = profileInformation.SenderName;
+                Account.Base64ProfilePictureData = profileInformation.Base64ProfilePictureData;
+            }
+
+            return profileInformation;
+        }
+
+        /// <summary>
+        /// Batches network requests, executes them, and does the needed synchronization after the batch request execution.
+        /// </summary>
+        /// <param name="options">Synchronization options.</param>
+        /// <param name="cancellationToken">Cancellation token.</param>
+        /// <returns>Synchronization result that contains summary of the sync.</returns>
         public async Task<SynchronizationResult> SynchronizeAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
         {
             try
@@ -104,6 +163,48 @@ namespace Wino.Core.Synchronizers
 
                 await synchronizationSemaphore.WaitAsync(activeSynchronizationCancellationToken);
 
+                // Handle special synchronization types.
+
+                // Profile information sync.
+                if (options.Type == SynchronizationType.UpdateProfile)
+                {
+                    if (!Account.IsProfileInfoSyncSupported) return SynchronizationResult.Empty;
+
+                    ProfileInformation newProfileInformation = null;
+
+                    try
+                    {
+                        newProfileInformation = await SynchronizeProfileInformationInternalAsync();
+                    }
+                    catch (Exception ex)
+                    {
+                        Log.Error(ex, "Failed to update profile information for {Name}", Account.Name);
+
+                        return SynchronizationResult.Failed;
+                    }
+
+                    return SynchronizationResult.Completed(null, newProfileInformation);
+                }
+
+                // Alias sync.
+                if (options.Type == SynchronizationType.Alias)
+                {
+                    if (!Account.IsAliasSyncSupported) return SynchronizationResult.Empty;
+
+                    try
+                    {
+                        await SynchronizeAliasesAsync();
+
+                        return SynchronizationResult.Empty;
+                    }
+                    catch (Exception ex)
+                    {
+                        Log.Error(ex, "Failed to update aliases for {Name}", Account.Name);
+
+                        return SynchronizationResult.Failed;
+                    }
+                }
+
                 // Let servers to finish their job. Sometimes the servers doesn't respond immediately.
 
                 bool shouldDelayExecution = batches.Any(a => a.DelayExecution);
@@ -150,6 +251,10 @@ namespace Wino.Core.Synchronizers
         private void PublishUnreadItemChanges()
             => WeakReferenceMessenger.Default.Send(new RefreshUnreadCountsMessage(Account.Id));
 
+        /// <summary>
+        /// Sends a message to the shell to update the synchronization progress.
+        /// </summary>
+        /// <param name="progress">Percentage of the progress.</param>
         public void PublishSynchronizationProgress(double progress)
             => WeakReferenceMessenger.Default.Send(new AccountSynchronizationProgressUpdatedMessage(Account.Id, progress));
 

Wino.Core/Synchronizers/GmailSynchronizer.cs

@@ -7,6 +7,7 @@ using System.Threading.Tasks;
 using Google.Apis.Gmail.v1;
 using Google.Apis.Gmail.v1.Data;
 using Google.Apis.Http;
+using Google.Apis.PeopleService.v1;
 using Google.Apis.Requests;
 using Google.Apis.Services;
 using MailKit;
@@ -18,6 +19,7 @@ using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Exceptions;
 using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Domain.Models.MailItem;
 using Wino.Core.Domain.Models.Requests;
 using Wino.Core.Domain.Models.Synchronization;
@@ -37,8 +39,10 @@ namespace Wino.Core.Synchronizers
         // https://github.com/googleapis/google-api-dotnet-client/issues/2603
         private const uint MaximumAllowedBatchRequestSize = 10;
 
-        private readonly ConfigurableHttpClient _gmailHttpClient;
+        private readonly ConfigurableHttpClient _googleHttpClient;
         private readonly GmailService _gmailService;
+        private readonly PeopleServiceService _peopleService;
+
         private readonly IAuthenticator _authenticator;
         private readonly IGmailChangeProcessor _gmailChangeProcessor;
         private readonly ILogger _logger = Log.ForContext<GmailSynchronizer>();
@@ -54,15 +58,48 @@ namespace Wino.Core.Synchronizers
                 HttpClientFactory = this
             };
 
-            _gmailHttpClient = new ConfigurableHttpClient(messageHandler);
+            _googleHttpClient = new ConfigurableHttpClient(messageHandler);
+
             _gmailService = new GmailService(initializer);
+            _peopleService = new PeopleServiceService(initializer);
+
             _authenticator = authenticator;
             _gmailChangeProcessor = gmailChangeProcessor;
         }
 
-        public ConfigurableHttpClient CreateHttpClient(CreateHttpClientArgs args) => _gmailHttpClient;
+        public ConfigurableHttpClient CreateHttpClient(CreateHttpClientArgs args) => _googleHttpClient;
 
-        public override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
+        public override async Task<ProfileInformation> GetProfileInformationAsync()
+        {
+            var profileRequest = _peopleService.People.Get("people/me");
+            profileRequest.PersonFields = "names,photos";
+
+            string senderName = string.Empty, base64ProfilePicture = string.Empty;
+
+            var userProfile = await profileRequest.ExecuteAsync();
+
+            senderName = userProfile.Names?.FirstOrDefault()?.DisplayName ?? Account.SenderName;
+
+            var profilePicture = userProfile.Photos?.FirstOrDefault()?.Url ?? string.Empty;
+
+            if (!string.IsNullOrEmpty(profilePicture))
+            {
+                base64ProfilePicture = await GetProfilePictureBase64EncodedAsync(profilePicture).ConfigureAwait(false);
+            }
+
+            return new ProfileInformation(senderName, base64ProfilePicture);
+        }
+
+        protected override async Task SynchronizeAliasesAsync()
+        {
+            var sendAsListRequest = _gmailService.Users.Settings.SendAs.List("me");
+            var sendAsListResponse = await sendAsListRequest.ExecuteAsync();
+            var remoteAliases = sendAsListResponse.GetRemoteAliases();
+
+            await _gmailChangeProcessor.UpdateRemoteAliasInformationAsync(Account, remoteAliases).ConfigureAwait(false);
+        }
+
+        protected override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
         {
             _logger.Information("Internal synchronization started for {Name}", Account.Name);
 

Wino.Core/Synchronizers/ImapSynchronizer.cs

@@ -405,7 +405,7 @@ namespace Wino.Core.Synchronizers
             ];
         }
 
-        public override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
+        protected override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
         {
             var downloadedMessageIds = new List<string>();
 

Wino.Core/Synchronizers/OutlookSynchronizer.cs

@@ -4,8 +4,8 @@ using System.Diagnostics;
 using System.IO;
 using System.Linq;
 using System.Net;
-using System.Net.Http;
 using System.Text;
+using System.Text.Json.Nodes;
 using System.Text.RegularExpressions;
 using System.Threading;
 using System.Threading.Tasks;
@@ -18,11 +18,11 @@ using Microsoft.Kiota.Http.HttpClientLibrary.Middleware.Options;
 using MimeKit;
 using MoreLinq.Extensions;
 using Serilog;
-using Wino.Core.Domain;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Exceptions;
 using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Accounts;
 using Wino.Core.Domain.Models.MailItem;
 using Wino.Core.Domain.Models.Requests;
 using Wino.Core.Domain.Models.Synchronization;
@@ -128,7 +128,7 @@ namespace Wino.Core.Synchronizers
         #endregion
 
 
-        public override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
+        protected override async Task<SynchronizationResult> SynchronizeInternalAsync(SynchronizationOptions options, CancellationToken cancellationToken = default)
         {
             var downloadedMessageIds = new List<string>();
 
@@ -473,6 +473,36 @@ namespace Wino.Core.Synchronizers
             }
         }
 
+        /// <summary>
+        /// Get the user's profile picture
+        /// </summary>
+        /// <returns>Base64 encoded profile picture.</returns>
+        private async Task<string> GetUserProfilePictureAsync()
+        {
+            var photoStream = await _graphClient.Me.Photos["48x48"].Content.GetAsync();
+
+            using var memoryStream = new MemoryStream();
+            await photoStream.CopyToAsync(memoryStream);
+            var byteArray = memoryStream.ToArray();
+
+            return Convert.ToBase64String(byteArray);
+        }
+
+        private async Task<string> GetSenderNameAsync()
+        {
+            var userInfo = await _graphClient.Users["me"].GetAsync();
+
+            return userInfo.DisplayName;
+        }
+
+        public override async Task<ProfileInformation> GetProfileInformationAsync()
+        {
+            var profilePictureData = await GetUserProfilePictureAsync().ConfigureAwait(false);
+            var senderName = await GetSenderNameAsync().ConfigureAwait(false);
+
+            return new ProfileInformation(senderName, profilePictureData);
+        }
+
         #region Mail Integration
 
         public override bool DelaySendOperationSynchronization() => true;
@@ -572,22 +602,50 @@ namespace Wino.Core.Synchronizers
             {
                 if (item is CreateDraftRequest createDraftRequest)
                 {
-                    createDraftRequest.DraftPreperationRequest.CreatedLocalDraftMimeMessage.Prepare(EncodingConstraint.None);
+                    var reason = createDraftRequest.DraftPreperationRequest.Reason;
+                    var message = createDraftRequest.DraftPreperationRequest.CreatedLocalDraftMimeMessage.AsOutlookMessage(true);
 
-                    var plainTextBytes = Encoding.UTF8.GetBytes(createDraftRequest.DraftPreperationRequest.CreatedLocalDraftMimeMessage.ToString());
-                    var base64Encoded = Convert.ToBase64String(plainTextBytes);
+                    if (reason == DraftCreationReason.Empty)
+                    {
+                        return _graphClient.Me.Messages.ToPostRequestInformation(message);
+                    }
+                    else if (reason == DraftCreationReason.Reply)
+                    {
+                        return _graphClient.Me.Messages[createDraftRequest.DraftPreperationRequest.ReferenceMailCopy.Id].CreateReply.ToPostRequestInformation(new Microsoft.Graph.Me.Messages.Item.CreateReply.CreateReplyPostRequestBody()
+                        {
+                            Message = message
+                        });
+                    }
+                    else if (reason == DraftCreationReason.ReplyAll)
+                    {
+                        return _graphClient.Me.Messages[createDraftRequest.DraftPreperationRequest.ReferenceMailCopy.Id].CreateReplyAll.ToPostRequestInformation(new Microsoft.Graph.Me.Messages.Item.CreateReplyAll.CreateReplyAllPostRequestBody()
+                        {
+                            Message = message
+                        });
+                    }
+                    else if (reason == DraftCreationReason.Forward)
+                    {
+                        return _graphClient.Me.Messages[createDraftRequest.DraftPreperationRequest.ReferenceMailCopy.Id].CreateForward.ToPostRequestInformation(new Microsoft.Graph.Me.Messages.Item.CreateForward.CreateForwardPostRequestBody()
+                        {
+                            Message = message
+                        });
+                        //createDraftRequest.DraftPreperationRequest.CreatedLocalDraftMimeMessage.Prepare(EncodingConstraint.None);
 
-                    var requestInformation = _graphClient.Me.Messages.ToPostRequestInformation(new Message());
+                        //var plainTextBytes = Encoding.UTF8.GetBytes(createDraftRequest.DraftPreperationRequest.CreatedLocalDraftMimeMessage.ToString());
+                        //var base64Encoded = Convert.ToBase64String(plainTextBytes);
 
-                    requestInformation.Headers.Clear();// replace the json content header
-                    requestInformation.Headers.Add("Content-Type", "text/plain");
+                        //var requestInformation = _graphClient.Me.Messages.ToPostRequestInformation(new Message());
 
-                    requestInformation.SetStreamContent(new MemoryStream(Encoding.UTF8.GetBytes(base64Encoded)), "text/plain");
+                        //requestInformation.Headers.Clear();// replace the json content header
+                        //requestInformation.Headers.Add("Content-Type", "text/plain");
 
-                    return requestInformation;
+                        //requestInformation.SetStreamContent(new MemoryStream(Encoding.UTF8.GetBytes(base64Encoded)), "text/plain");
+
+                        //return requestInformation;
+                    }
                 }
 
-                return default;
+                throw new Exception("Invalid create draft request type.");
             });
         }
 
@@ -602,50 +660,43 @@ namespace Wino.Core.Synchronizers
             var mailCopyId = sendDraftPreparationRequest.MailItem.Id;
             var mimeMessage = sendDraftPreparationRequest.Mime;
 
-            var batchDeleteRequest = new BatchDeleteRequest(new List<IRequest>()
+            // Convert mime message to Outlook message.
+            // Outlook synchronizer does not send MIME messages directly anymore.
+            // Alias support is lacking with direct MIMEs.
+            // Therefore we convert the MIME message to Outlook message and use proper APIs.
+
+            var outlookMessage = mimeMessage.AsOutlookMessage(false);
+
+            // Update draft.
+
+            var patchDraftRequest = _graphClient.Me.Messages[mailCopyId].ToPatchRequestInformation(outlookMessage);
+            var patchDraftRequestBundle = new HttpRequestBundle<RequestInformation>(patchDraftRequest, request);
+
+            // Send draft.
+
+            // POST requests are handled differently in batches in Graph SDK.
+            // Batch basically ignores the step's coontent-type and body.
+            // Manually create a POST request with empty body and send it.
+
+            var sendDraftRequest = _graphClient.Me.Messages[mailCopyId].Send.ToPostRequestInformation((config) =>
             {
-                new DeleteRequest(sendDraftPreparationRequest.MailItem)
+                config.Headers.Add("Content-Type", "application/json");
             });
 
-            var deleteBundle = Delete(batchDeleteRequest).ElementAt(0);
+            sendDraftRequest.Headers.Clear();
 
-            mimeMessage.Prepare(EncodingConstraint.None);
+            sendDraftRequest.Content = new MemoryStream(Encoding.UTF8.GetBytes("{}"));
+            sendDraftRequest.HttpMethod = Method.POST;
+            sendDraftRequest.Headers.Add("Content-Type", "application/json");
 
-            var plainTextBytes = Encoding.UTF8.GetBytes(mimeMessage.ToString());
-            var base64Encoded = Convert.ToBase64String(plainTextBytes);
+            var sendDraftRequestBundle = new HttpRequestBundle<RequestInformation>(sendDraftRequest, request);
 
-            var outlookMessage = new Message()
-            {
-                ConversationId = sendDraftPreparationRequest.MailItem.ThreadId
-            };
-
-            // Apply importance here as well just in case.
-            if (mimeMessage.Importance != MessageImportance.Normal)
-                outlookMessage.Importance = mimeMessage.Importance == MessageImportance.High ? Importance.High : Importance.Low;
-
-            var body = new Microsoft.Graph.Me.SendMail.SendMailPostRequestBody()
-            {
-                Message = outlookMessage
-            };
-
-            var sendRequest = _graphClient.Me.SendMail.ToPostRequestInformation(body);
-
-            sendRequest.Headers.Clear();
-            sendRequest.Headers.Add("Content-Type", "text/plain");
-
-            var stream = new MemoryStream(Encoding.UTF8.GetBytes(base64Encoded));
-            sendRequest.SetStreamContent(stream, "text/plain");
-
-            var sendMailRequest = new HttpRequestBundle<RequestInformation>(sendRequest, request);
-
-            return [deleteBundle, sendMailRequest];
+            return [patchDraftRequestBundle, sendDraftRequestBundle];
         }
 
         public override IEnumerable<IRequestBundle<RequestInformation>> Archive(BatchArchiveRequest request)
             => Move(new BatchMoveRequest(request.Items, request.FromFolder, request.ToFolder));
 
-
-
         public override async Task DownloadMissingMimeMessageAsync(IMailItem mailItem,
                                                                MailKit.ITransferProgress transferProgress = null,
                                                                CancellationToken cancellationToken = default)
@@ -697,26 +748,41 @@ namespace Wino.Core.Synchronizers
 
                     request.ApplyUIChanges();
 
-                    await batchContent.AddBatchRequestStepAsync(nativeRequest).ConfigureAwait(false);
+                    var batchRequestId = await batchContent.AddBatchRequestStepAsync(nativeRequest).ConfigureAwait(false);
 
                     // Map BundleId to batch request step's key.
                     // This is how we can identify which step succeeded or failed in the bundle.
 
-                    bundle.BundleId = batchContent.BatchRequestSteps.ElementAt(i).Key;
+                    bundle.BundleId = batchRequestId;
                 }
 
                 if (!batchContent.BatchRequestSteps.Any())
                     continue;
 
+                // Set execution type to serial instead of parallel if needed.
+                // Each step will depend on the previous one.
+
+                if (itemCount > 1)
+                {
+                    for (int i = 1; i < itemCount; i++)
+                    {
+                        var currentStep = batchContent.BatchRequestSteps.ElementAt(i);
+                        var previousStep = batchContent.BatchRequestSteps.ElementAt(i - 1);
+
+                        currentStep.Value.DependsOn = [previousStep.Key];
+                    }
+
+                }
+
                 // Execute batch. This will collect responses from network call for each batch step.
-                var batchRequestResponse = await _graphClient.Batch.PostAsync(batchContent).ConfigureAwait(false);
+                var batchRequestResponse = await _graphClient.Batch.PostAsync(batchContent, cancellationToken).ConfigureAwait(false);
 
                 // Check responses for each bundle id.
                 // Each bundle id must return some HttpResponseMessage ideally.
 
                 var bundleIds = batchContent.BatchRequestSteps.Select(a => a.Key);
 
-                // TODO: Handling responses. They used to work in v1 core, but not in v2.
+                var exceptionBag = new List<string>();
 
                 foreach (var bundleId in bundleIds)
                 {
@@ -727,45 +793,31 @@ namespace Wino.Core.Synchronizers
 
                     var httpResponseMessage = await batchRequestResponse.GetResponseByIdAsync(bundleId);
 
+                    if (httpResponseMessage == null)
+                        continue;
+
                     using (httpResponseMessage)
                     {
-                        await ProcessSingleNativeRequestResponseAsync(bundle, httpResponseMessage, cancellationToken).ConfigureAwait(false);
+                        if (!httpResponseMessage.IsSuccessStatusCode)
+                        {
+                            var content = await httpResponseMessage.Content.ReadAsStringAsync();
+                            var errorJson = JsonObject.Parse(content);
+                            var errorString = $"({httpResponseMessage.StatusCode}) {errorJson["error"]["code"]} - {errorJson["error"]["message"]}";
+
+                            exceptionBag.Add(errorString);
+                        }
                     }
                 }
+
+                if (exceptionBag.Any())
+                {
+                    var formattedErrorString = string.Join("\n", exceptionBag.Select((item, index) => $"{index + 1}. {item}"));
+
+                    throw new SynchronizerException(formattedErrorString);
+                }
             }
         }
 
-        private async Task ProcessSingleNativeRequestResponseAsync(IRequestBundle<RequestInformation> bundle,
-                                                                   HttpResponseMessage httpResponseMessage,
-                                                                   CancellationToken cancellationToken = default)
-        {
-            if (httpResponseMessage == null) return;
-
-            if (!httpResponseMessage.IsSuccessStatusCode)
-            {
-                throw new SynchronizerException(string.Format(Translator.Exception_SynchronizerFailureHTTP, httpResponseMessage.StatusCode));
-            }
-            else if (bundle is HttpRequestBundle<RequestInformation, Message> messageBundle)
-            {
-                var outlookMessage = await messageBundle.DeserializeBundleAsync(httpResponseMessage, cancellationToken);
-
-                if (outlookMessage == null) return;
-
-                // TODO: Handle new message added or updated.
-            }
-            else if (bundle is HttpRequestBundle<RequestInformation, Microsoft.Graph.Models.MailFolder> folderBundle)
-            {
-                var outlookFolder = await folderBundle.DeserializeBundleAsync(httpResponseMessage, cancellationToken);
-
-                if (outlookFolder == null) return;
-
-                // TODO: Handle new folder added or updated.
-            }
-            else if (bundle is HttpRequestBundle<RequestInformation, MimeMessage> mimeBundle)
-            {
-                // TODO: Handle mime retrieve message.
-            }
-        }
 
         private async Task<MimeMessage> DownloadMimeMessageAsync(string messageId, CancellationToken cancellationToken = default)
         {

Wino.Core/Wino.Core.csproj

@@ -17,7 +17,8 @@
      <PackageReference Include="CommunityToolkit.Diagnostics" Version="8.2.2" />
      <PackageReference Include="CommunityToolkit.Mvvm" Version="8.2.2" />
      <PackageReference Include="Google.Apis.Gmail.v1" Version="1.68.0.3427" />
-     <PackageReference Include="HtmlAgilityPack" Version="1.11.59" />
+     <PackageReference Include="Google.Apis.PeopleService.v1" Version="1.68.0.3359" />
+     <PackageReference Include="HtmlAgilityPack" Version="1.11.63" />
      <PackageReference Include="HtmlKit" Version="1.1.0" />
      <PackageReference Include="IsExternalInit" Version="1.0.3">
        <PrivateAssets>all</PrivateAssets>
@@ -26,9 +27,9 @@
      <PackageReference Include="MailKit" Version="4.7.1.1" />
      <PackageReference Include="Microsoft.Extensions.DependencyInjection" Version="8.0.0" />
      <PackageReference Include="Microsoft.Graph" Version="5.56.0" />
-     <PackageReference Include="Microsoft.Identity.Client" Version="4.62.0" />
-     <PackageReference Include="Microsoft.Identity.Client.Broker" Version="4.62.0" />
-     <PackageReference Include="Microsoft.Identity.Client.Extensions.Msal" Version="4.62.0" />
+     <PackageReference Include="Microsoft.Identity.Client" Version="4.63.0" />
+     <PackageReference Include="Microsoft.Identity.Client.Broker" Version="4.63.0" />
+     <PackageReference Include="Microsoft.Identity.Client.Extensions.Msal" Version="4.63.0" />
      <PackageReference Include="MimeKit" Version="4.7.1" />
      <PackageReference Include="morelinq" Version="4.1.0" />
      <PackageReference Include="Nito.AsyncEx.Tasks" Version="5.1.2" />

Wino.Mail.ViewModels/AccountDetailsPageViewModel.cs

@@ -56,7 +56,11 @@ namespace Wino.Mail.ViewModels
 
         [RelayCommand]
         private void EditSignature()
-            => Messenger.Send(new BreadcrumbNavigationRequested("Signature", WinoPage.SignatureManagementPage, Account.Id));
+            => Messenger.Send(new BreadcrumbNavigationRequested(Translator.SettingsSignature_Title, WinoPage.SignatureManagementPage, Account.Id));
+
+        [RelayCommand]
+        private void EditAliases()
+            => Messenger.Send(new BreadcrumbNavigationRequested(Translator.SettingsManageAliases_Title, WinoPage.AliasManagementPage, Account.Id));
 
         public Task FolderSyncToggledAsync(IMailItemFolder folderStructure, bool isEnabled)
             => _folderService.ChangeFolderSynchronizationStateAsync(folderStructure.Id, isEnabled);

Wino.Mail.ViewModels/AccountManagementViewModel.cs

@@ -154,15 +154,12 @@ namespace Wino.Mail.ViewModels
                 {
                     creationDialog = _dialogService.GetAccountCreationDialog(accountCreationDialogResult.ProviderType);
 
-                    // _accountService.ExternalAuthenticationAuthenticator = _authenticationProvider.GetAuthenticator(accountCreationDialogResult.ProviderType);
-
                     CustomServerInformation customServerInformation = null;
 
                     createdAccount = new MailAccount()
                     {
                         ProviderType = accountCreationDialogResult.ProviderType,
                         Name = accountCreationDialogResult.AccountName,
-                        SenderName = accountCreationDialogResult.SenderName,
                         AccountColorHex = accountCreationDialogResult.AccountColorHex,
                         Id = Guid.NewGuid()
                     };
@@ -208,30 +205,81 @@ namespace Wino.Mail.ViewModels
                     await _accountService.CreateAccountAsync(createdAccount, tokenInformation, customServerInformation);
 
                     // Local account has been created.
-                    // Create new synchronizer and start synchronization.
+
+                    if (createdAccount.ProviderType != MailProviderType.IMAP4)
+                    {
+                        // Start profile information synchronization.
+                        // It's only available for Outlook and Gmail synchronizers.
+
+                        var profileSyncOptions = new SynchronizationOptions()
+                        {
+                            AccountId = createdAccount.Id,
+                            Type = SynchronizationType.UpdateProfile
+                        };
+
+                        var profileSynchronizationResponse = await _winoServerConnectionManager.GetResponseAsync<SynchronizationResult, NewSynchronizationRequested>(new NewSynchronizationRequested(profileSyncOptions, SynchronizationSource.Client));
+
+                        var profileSynchronizationResult = profileSynchronizationResponse.Data;
+
+                        if (profileSynchronizationResult.CompletedState != SynchronizationCompletedState.Success)
+                            throw new Exception(Translator.Exception_FailedToSynchronizeProfileInformation);
+
+                        createdAccount.SenderName = profileSynchronizationResult.ProfileInformation.SenderName;
+                        createdAccount.Base64ProfilePictureData = profileSynchronizationResult.ProfileInformation.Base64ProfilePictureData;
+
+                        await _accountService.UpdateProfileInformationAsync(createdAccount.Id, profileSynchronizationResult.ProfileInformation);
+                    }
 
                     if (creationDialog is ICustomServerAccountCreationDialog customServerAccountCreationDialog)
                         customServerAccountCreationDialog.ShowPreparingFolders();
                     else
                         creationDialog.State = AccountCreationDialogState.PreparingFolders;
 
-                    var options = new SynchronizationOptions()
+                    // Start synchronizing folders.
+                    var folderSyncOptions = new SynchronizationOptions()
                     {
                         AccountId = createdAccount.Id,
                         Type = SynchronizationType.FoldersOnly
                     };
 
-                    var synchronizationResultResponse = await _winoServerConnectionManager.GetResponseAsync<SynchronizationResult, NewSynchronizationRequested>(new NewSynchronizationRequested(options, SynchronizationSource.Client));
+                    var folderSynchronizationResponse = await _winoServerConnectionManager.GetResponseAsync<SynchronizationResult, NewSynchronizationRequested>(new NewSynchronizationRequested(folderSyncOptions, SynchronizationSource.Client));
 
-                    var synchronizationResult = synchronizationResultResponse.Data;
-                    if (synchronizationResult.CompletedState != SynchronizationCompletedState.Success)
+                    var folderSynchronizationResult = folderSynchronizationResponse.Data;
+
+                    if (folderSynchronizationResult.CompletedState != SynchronizationCompletedState.Success)
                         throw new Exception(Translator.Exception_FailedToSynchronizeFolders);
 
-                    // Check if Inbox folder is available for the account after synchronization.
-                    var isInboxAvailable = await _folderService.IsInboxAvailableForAccountAsync(createdAccount.Id);
+                    if (createdAccount.IsAliasSyncSupported)
+                    {
+                        // Try to synchronize aliases for the account.
 
-                    if (!isInboxAvailable)
-                        throw new Exception(Translator.Exception_InboxNotAvailable);
+                        var aliasSyncOptions = new SynchronizationOptions()
+                        {
+                            AccountId = createdAccount.Id,
+                            Type = SynchronizationType.Alias
+                        };
+
+                        var aliasSyncResponse = await _winoServerConnectionManager.GetResponseAsync<SynchronizationResult, NewSynchronizationRequested>(new NewSynchronizationRequested(aliasSyncOptions, SynchronizationSource.Client));
+                        var aliasSynchronizationResult = folderSynchronizationResponse.Data;
+
+                        if (aliasSynchronizationResult.CompletedState != SynchronizationCompletedState.Success)
+                            throw new Exception(Translator.Exception_FailedToSynchronizeAliases);
+                    }
+                    else
+                    {
+                        // Create root primary alias for the account.
+                        // This is only available for accounts that do not support alias synchronization.
+
+                        await _accountService.CreateRootAliasAsync(createdAccount.Id, createdAccount.Address);
+                    }
+
+                    // TODO: Temporary disabled. Is this even needed? Users can configure special folders manually later on if discovery fails.
+                    // Check if Inbox folder is available for the account after synchronization.
+
+                    //var isInboxAvailable = await _folderService.IsInboxAvailableForAccountAsync(createdAccount.Id);
+
+                    //if (!isInboxAvailable)
+                    //    throw new Exception(Translator.Exception_InboxNotAvailable);
 
                     // Send changes to listeners.
                     ReportUIChange(new AccountCreatedMessage(createdAccount));

Wino.Mail.ViewModels/AliasManagementPageViewModel.cs

@@ -0,0 +1,143 @@
+using System;
+using System.Collections.Generic;
+using System.Linq;
+using System.Threading.Tasks;
+using CommunityToolkit.Mvvm.ComponentModel;
+using CommunityToolkit.Mvvm.Input;
+using EmailValidation;
+using Wino.Core.Domain;
+using Wino.Core.Domain.Entities;
+using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Navigation;
+using Wino.Core.Domain.Models.Synchronization;
+using Wino.Messaging.Server;
+
+namespace Wino.Mail.ViewModels
+{
+    public partial class AliasManagementPageViewModel : BaseViewModel
+    {
+        private readonly IAccountService _accountService;
+        private readonly IWinoServerConnectionManager _winoServerConnectionManager;
+        [ObservableProperty]
+        [NotifyPropertyChangedFor(nameof(CanSynchronizeAliases))]
+        private MailAccount account;
+
+        [ObservableProperty]
+        private List<MailAccountAlias> accountAliases = [];
+
+        public bool CanSynchronizeAliases => Account?.IsAliasSyncSupported ?? false;
+
+        public AliasManagementPageViewModel(IDialogService dialogService,
+                                            IAccountService accountService,
+                                            IWinoServerConnectionManager winoServerConnectionManager) : base(dialogService)
+        {
+            _accountService = accountService;
+            _winoServerConnectionManager = winoServerConnectionManager;
+        }
+
+        public override async void OnNavigatedTo(NavigationMode mode, object parameters)
+        {
+            base.OnNavigatedTo(mode, parameters);
+
+            if (parameters is Guid accountId)
+                Account = await _accountService.GetAccountAsync(accountId);
+
+            if (Account == null) return;
+
+            await LoadAliasesAsync();
+        }
+
+        private async Task LoadAliasesAsync()
+        {
+            AccountAliases = await _accountService.GetAccountAliasesAsync(Account.Id);
+        }
+
+        [RelayCommand]
+        private async Task SetAliasPrimaryAsync(MailAccountAlias alias)
+        {
+            if (alias.IsPrimary) return;
+
+            AccountAliases.ForEach(a =>
+            {
+                a.IsPrimary = a == alias;
+            });
+
+            await _accountService.UpdateAccountAliasesAsync(Account.Id, AccountAliases);
+            await LoadAliasesAsync();
+        }
+
+        [RelayCommand]
+        private async Task SyncAliasesAsync()
+        {
+            if (!CanSynchronizeAliases) return;
+
+            var aliasSyncOptions = new SynchronizationOptions()
+            {
+                AccountId = Account.Id,
+                Type = SynchronizationType.Alias
+            };
+
+            var aliasSyncResponse = await _winoServerConnectionManager.GetResponseAsync<SynchronizationResult, NewSynchronizationRequested>(new NewSynchronizationRequested(aliasSyncOptions, SynchronizationSource.Client));
+
+            if (aliasSyncResponse.IsSuccess)
+                await LoadAliasesAsync();
+            else
+                DialogService.InfoBarMessage(Translator.GeneralTitle_Error, aliasSyncResponse.Message, InfoBarMessageType.Error);
+        }
+
+        [RelayCommand]
+        private async Task AddNewAliasAsync()
+        {
+            var createdAliasDialog = await DialogService.ShowCreateAccountAliasDialogAsync();
+
+            if (createdAliasDialog.CreatedAccountAlias == null) return;
+
+            var newAlias = createdAliasDialog.CreatedAccountAlias;
+
+            // Check existence.
+            if (AccountAliases.Any(a => a.AliasAddress == newAlias.AliasAddress))
+            {
+                await DialogService.ShowMessageAsync(Translator.DialogMessage_AliasExistsTitle, Translator.DialogMessage_AliasExistsMessage);
+                return;
+            }
+
+            // Validate all addresses.
+            if (!EmailValidator.Validate(newAlias.AliasAddress) || (!string.IsNullOrEmpty(newAlias.ReplyToAddress) && !EmailValidator.Validate(newAlias.ReplyToAddress)))
+            {
+                await DialogService.ShowMessageAsync(Translator.DialogMessage_InvalidAliasMessage, Translator.DialogMessage_InvalidAliasTitle);
+                return;
+            }
+
+            newAlias.AccountId = Account.Id;
+
+            AccountAliases.Add(newAlias);
+
+            await _accountService.UpdateAccountAliasesAsync(Account.Id, AccountAliases);
+            DialogService.InfoBarMessage(Translator.DialogMessage_AliasCreatedTitle, Translator.DialogMessage_AliasCreatedMessage, InfoBarMessageType.Success);
+
+            await LoadAliasesAsync();
+        }
+
+        [RelayCommand]
+        private async Task DeleteAliasAsync(MailAccountAlias alias)
+        {
+            // Primary aliases can't be deleted.
+            if (alias.IsPrimary)
+            {
+                await DialogService.ShowMessageAsync(Translator.Info_CantDeletePrimaryAliasMessage, Translator.GeneralTitle_Warning);
+                return;
+            }
+
+            // Root aliases can't be deleted.
+            if (alias.IsRootAlias)
+            {
+                await DialogService.ShowMessageAsync(Translator.DialogMessage_CantDeleteRootAliasTitle, Translator.DialogMessage_CantDeleteRootAliasMessage);
+                return;
+            }
+
+            await _accountService.DeleteAccountAliasAsync(alias.Id);
+            await LoadAliasesAsync();
+        }
+    }
+}

Wino.Mail.ViewModels/AppShellViewModel.cs

@@ -729,17 +729,26 @@ namespace Wino.Mail.ViewModels
                     operationAccount = accounts.FirstOrDefault();
                 else
                 {
-                    // There are multiple accounts and there is no selection.
-                    // Don't list all accounts, but only accounts that belong to Merged Inbox.
-
                     if (latestSelectedAccountMenuItem is MergedAccountMenuItem selectedMergedAccountMenuItem)
                     {
+                        // There are multiple accounts and there is no selection.
+                        // Don't list all accounts, but only accounts that belong to Merged Inbox.
+
                         var mergedAccounts = accounts.Where(a => a.MergedInboxId == selectedMergedAccountMenuItem.EntityId);
 
                         if (!mergedAccounts.Any()) return;
 
                         Messenger.Send(new CreateNewMailWithMultipleAccountsRequested(mergedAccounts.ToList()));
                     }
+                    else if (latestSelectedAccountMenuItem is AccountMenuItem selectedAccountMenuItem)
+                    {
+                        operationAccount = selectedAccountMenuItem.HoldingAccounts.ElementAt(0);
+                    }
+                    else
+                    {
+                        // User is at some other page. List all accounts.
+                        Messenger.Send(new CreateNewMailWithMultipleAccountsRequested(accounts));
+                    }
                 }
             }
 
@@ -779,7 +788,7 @@ namespace Wino.Mail.ViewModels
 
             var (draftMailCopy, draftBase64MimeMessage) = await _mailService.CreateDraftAsync(account.Id, draftOptions).ConfigureAwait(false);
 
-            var draftPreparationRequest = new DraftPreparationRequest(account, draftMailCopy, draftBase64MimeMessage);
+            var draftPreparationRequest = new DraftPreparationRequest(account, draftMailCopy, draftBase64MimeMessage, draftOptions.Reason);
             await _winoRequestDelegator.ExecuteAsync(draftPreparationRequest);
         }
 
@@ -795,7 +804,7 @@ namespace Wino.Mail.ViewModels
         }
 
         protected override void OnAccountRemoved(MailAccount removedAccount)
-            => Messenger.Send(new AccountsMenuRefreshRequested(true));
+            => Messenger.Send(new AccountsMenuRefreshRequested(false));
 
         protected override async void OnAccountCreated(MailAccount createdAccount)
         {
@@ -877,12 +886,9 @@ namespace Wino.Mail.ViewModels
         {
             await RecreateMenuItemsAsync();
 
-            if (message.AutomaticallyNavigateFirstItem)
+            if (MenuItems.FirstOrDefault(a => a is IAccountMenuItem) is IAccountMenuItem firstAccount)
             {
-                if (MenuItems.FirstOrDefault(a => a is IAccountMenuItem) is IAccountMenuItem firstAccount)
-                {
-                    await ChangeLoadedAccountAsync(firstAccount);
-                }
+                await ChangeLoadedAccountAsync(firstAccount, message.AutomaticallyNavigateFirstItem);
             }
         }
 

Wino.Mail.ViewModels/ComposePageViewModel.cs

@@ -8,7 +8,6 @@ using CommunityToolkit.Mvvm.ComponentModel;
 using CommunityToolkit.Mvvm.Input;
 using CommunityToolkit.Mvvm.Messaging;
 using MimeKit;
-using MimeKit.Utils;
 using Wino.Core.Domain;
 using Wino.Core.Domain.Entities;
 using Wino.Core.Domain.Enums;
@@ -21,6 +20,7 @@ using Wino.Core.Extensions;
 using Wino.Core.Services;
 using Wino.Mail.ViewModels.Data;
 using Wino.Messaging.Client.Mails;
+using Wino.Messaging.Server;
 
 namespace Wino.Mail.ViewModels
 {
@@ -68,6 +68,12 @@ namespace Wino.Mail.ViewModels
         [NotifyCanExecuteChangedFor(nameof(SendCommand))]
         private MailAccount composingAccount;
 
+        [ObservableProperty]
+        private List<MailAccountAlias> availableAliases;
+
+        [ObservableProperty]
+        private MailAccountAlias selectedAlias;
+
         [ObservableProperty]
         private bool isDraggingOverComposerGrid;
 
@@ -112,6 +118,7 @@ namespace Wino.Mail.ViewModels
         private readonly IWinoRequestDelegator _worker;
         public readonly IFontService FontService;
         public readonly IPreferencesService PreferencesService;
+        private readonly IWinoServerConnectionManager _winoServerConnectionManager;
         public readonly IContactService ContactService;
 
         public ComposePageViewModel(IDialogService dialogService,
@@ -124,21 +131,23 @@ namespace Wino.Mail.ViewModels
                                     IWinoRequestDelegator worker,
                                     IContactService contactService,
                                     IFontService fontService,
-                                    IPreferencesService preferencesService) : base(dialogService)
+                                    IPreferencesService preferencesService,
+                                    IWinoServerConnectionManager winoServerConnectionManager) : base(dialogService)
         {
             NativeAppService = nativeAppService;
-            _folderService = folderService;
             ContactService = contactService;
             FontService = fontService;
+            PreferencesService = preferencesService;
 
+            _folderService = folderService;
             _mailService = mailService;
             _launchProtocolService = launchProtocolService;
             _mimeFileService = mimeFileService;
             _accountService = accountService;
             _worker = worker;
+            _winoServerConnectionManager = winoServerConnectionManager;
 
             SelectedToolbarSection = ToolbarSections[0];
-            PreferencesService = preferencesService;
         }
 
         [RelayCommand]
@@ -163,6 +172,12 @@ namespace Wino.Mail.ViewModels
                 if (!isConfirmed) return;
             }
 
+            if (SelectedAlias == null)
+            {
+                DialogService.InfoBarMessage(Translator.DialogMessage_AliasNotSelectedTitle, Translator.DialogMessage_AliasNotSelectedMessage, InfoBarMessageType.Error);
+                return;
+            }
+
             // Save mime changes before sending.
             await UpdateMimeChangesAsync().ConfigureAwait(false);
 
@@ -177,11 +192,26 @@ namespace Wino.Mail.ViewModels
             int count = (int)memoryStream.Length;
 
             var base64EncodedMessage = Convert.ToBase64String(buffer);
-            var draftSendPreparationRequest = new SendDraftPreparationRequest(CurrentMailDraftItem.MailCopy, sentFolder, CurrentMailDraftItem.AssignedFolder, CurrentMailDraftItem.AssignedAccount.Preferences, base64EncodedMessage);
+            var draftSendPreparationRequest = new SendDraftPreparationRequest(CurrentMailDraftItem.MailCopy,
+                                                                              SelectedAlias,
+                                                                              sentFolder,
+                                                                              CurrentMailDraftItem.AssignedFolder,
+                                                                              CurrentMailDraftItem.AssignedAccount.Preferences,
+                                                                              base64EncodedMessage);
 
             await _worker.ExecuteAsync(draftSendPreparationRequest);
         }
 
+        public async Task IncludeAttachmentAsync(MailAttachmentViewModel viewModel)
+        {
+            //if (bodyBuilder == null) return;
+
+            //bodyBuilder.Attachments.Add(viewModel.FileName, new MemoryStream(viewModel.Content));
+
+            //LoadAttachments();
+            IncludedAttachments.Add(viewModel);
+        }
+
         private async Task UpdateMimeChangesAsync()
         {
             if (isUpdatingMimeBlocked || CurrentMimeMessage == null || ComposingAccount == null || CurrentMailDraftItem == null) return;
@@ -194,6 +224,8 @@ namespace Wino.Mail.ViewModels
 
             SaveImportance();
             SaveSubject();
+            SaveFromAddress();
+            SaveReplyToAddress();
 
             await SaveAttachmentsAsync();
             await SaveBodyAsync();
@@ -207,6 +239,8 @@ namespace Wino.Mail.ViewModels
         {
             CurrentMailDraftItem.Subject = CurrentMimeMessage.Subject;
             CurrentMailDraftItem.PreviewText = CurrentMimeMessage.TextBody;
+            CurrentMailDraftItem.FromAddress = SelectedAlias.AliasAddress;
+            CurrentMailDraftItem.HasAttachments = CurrentMimeMessage.Attachments.Any();
 
             // Update database.
             await _mailService.UpdateMailAsync(CurrentMailDraftItem.MailCopy);
@@ -224,7 +258,10 @@ namespace Wino.Mail.ViewModels
             }
         }
 
-        private void SaveImportance() { CurrentMimeMessage.Importance = IsImportanceSelected ? SelectedMessageImportance : MessageImportance.Normal; }
+        private void SaveImportance()
+        {
+            CurrentMimeMessage.Importance = IsImportanceSelected ? SelectedMessageImportance : MessageImportance.Normal;
+        }
 
         private void SaveSubject()
         {
@@ -234,6 +271,31 @@ namespace Wino.Mail.ViewModels
             }
         }
 
+        private void ClearCurrentMimeAttachments()
+        {
+            var attachments = new List<MimePart>();
+            var multiparts = new List<Multipart>();
+            var iter = new MimeIterator(CurrentMimeMessage);
+
+            // collect our list of attachments and their parent multiparts
+            while (iter.MoveNext())
+            {
+                var multipart = iter.Parent as Multipart;
+                var part = iter.Current as MimePart;
+
+                if (multipart != null && part != null && part.IsAttachment)
+                {
+                    // keep track of each attachment's parent multipart
+                    multiparts.Add(multipart);
+                    attachments.Add(part);
+                }
+            }
+
+            // now remove each attachment from its parent multipart...
+            for (int i = 0; i < attachments.Count; i++)
+                multiparts[i].Remove(attachments[i]);
+        }
+
         private async Task SaveBodyAsync()
         {
             if (GetHTMLBodyFunction != null)
@@ -241,8 +303,7 @@ namespace Wino.Mail.ViewModels
                 bodyBuilder.SetHtmlBody(await GetHTMLBodyFunction());
             }
 
-            if (bodyBuilder.HtmlBody != null && bodyBuilder.TextBody != null)
-                CurrentMimeMessage.Body = bodyBuilder.ToMessageBody();
+            CurrentMimeMessage.Body = bodyBuilder.ToMessageBody();
         }
 
         [RelayCommand(CanExecute = nameof(canSendMail))]
@@ -280,6 +341,8 @@ namespace Wino.Mail.ViewModels
             base.OnNavigatedFrom(mode, parameters);
 
             await UpdateMimeChangesAsync().ConfigureAwait(false);
+
+            Messenger.Send(new KillChromiumRequested());
         }
 
         public override async void OnNavigatedTo(NavigationMode mode, object parameters)
@@ -288,92 +351,58 @@ namespace Wino.Mail.ViewModels
 
             if (parameters != null && parameters is MailItemViewModel mailItem)
             {
-                await LoadAccountsAsync();
-
                 CurrentMailDraftItem = mailItem;
 
-                _ = TryPrepareComposeAsync(true);
-            }
-
-            ToItems.CollectionChanged -= ContactListCollectionChanged;
-            ToItems.CollectionChanged += ContactListCollectionChanged;
-
-            // Check if there is any delivering mail address from protocol launch.
-
-            if (_launchProtocolService.MailToUri != null)
-            {
-                // TODO
-                //var requestedMailContact = await GetAddressInformationAsync(_launchProtocolService.MailtoParameters, ToItems);
-
-                //if (requestedMailContact != null)
-                //{
-                //    ToItems.Add(requestedMailContact);
-                //}
-                //else
-                //    DialogService.InfoBarMessage("Invalid Address", "Address is not a valid e-mail address.", InfoBarMessageType.Warning);
-
-                // Clear the address.
-                _launchProtocolService.MailToUri = null;
-            }
-        }
-
-        private void ContactListCollectionChanged(object sender, System.Collections.Specialized.NotifyCollectionChangedEventArgs e)
-        {
-            if (e.Action == System.Collections.Specialized.NotifyCollectionChangedAction.Add)
-            {
-                // Prevent duplicates.
-                if (!(sender is ObservableCollection<AddressInformation> list))
-                    return;
-
-                foreach (var item in e.NewItems)
-                {
-                    if (item is AddressInformation addedInfo && list.Count(a => a == addedInfo) > 1)
-                    {
-                        var addedIndex = list.IndexOf(addedInfo);
-                        list.RemoveAt(addedIndex);
-                    }
-                }
-            }
-        }
-
-        private async Task LoadAccountsAsync()
-        {
-            // Load accounts
-
-            var accounts = await _accountService.GetAccountsAsync();
-
-            foreach (var account in accounts)
-            {
-                Accounts.Add(account);
+                await TryPrepareComposeAsync(true);
             }
         }
 
         private async Task<bool> InitializeComposerAccountAsync()
         {
+            if (CurrentMailDraftItem == null) return false;
+
             if (ComposingAccount != null) return true;
 
-            if (CurrentMailDraftItem == null)
-                return false;
+            var composingAccount = await _accountService.GetAccountAsync(CurrentMailDraftItem.AssignedAccount.Id).ConfigureAwait(false);
+            if (composingAccount == null) return false;
+
+            var aliases = await _accountService.GetAccountAliasesAsync(composingAccount.Id).ConfigureAwait(false);
+
+            if (aliases == null || !aliases.Any()) return false;
+
+            // MailAccountAlias primaryAlias = aliases.Find(a => a.IsPrimary) ?? aliases.First();
+
+            // Auto-select the correct alias from the message itself.
+            // If can't, fallback to primary alias.
+
+            MailAccountAlias primaryAlias = null;
+
+            if (!string.IsNullOrEmpty(CurrentMailDraftItem.FromAddress))
+            {
+                primaryAlias = aliases.Find(a => a.AliasAddress == CurrentMailDraftItem.FromAddress);
+            }
+
+            primaryAlias ??= await _accountService.GetPrimaryAccountAliasAsync(ComposingAccount.Id).ConfigureAwait(false);
 
             await ExecuteUIThread(() =>
             {
-                ComposingAccount = Accounts.FirstOrDefault(a => a.Id == CurrentMailDraftItem.AssignedAccount.Id);
+                ComposingAccount = composingAccount;
+                AvailableAliases = aliases;
+                SelectedAlias = primaryAlias;
             });
 
-            return ComposingAccount != null;
+            return true;
         }
 
         private async Task TryPrepareComposeAsync(bool downloadIfNeeded)
         {
-            if (CurrentMailDraftItem == null)
-                return;
+            if (CurrentMailDraftItem == null) return;
 
             bool isComposerInitialized = await InitializeComposerAccountAsync();
 
-            if (!isComposerInitialized)
-            {
-                return;
-            }
+            if (!isComposerInitialized) return;
+
+            retry:
 
             // Replying existing message.
             MimeMessageInformation mimeMessageInformation = null;
@@ -386,18 +415,24 @@ namespace Wino.Mail.ViewModels
             {
                 if (downloadIfNeeded)
                 {
-                    // TODO: Folder id needs to be passed.
-                    // TODO: Send mail retrieve request.
-                    // _worker.Queue(new FetchSingleItemRequest(ComposingAccount.Id, CurrentMailDraftItem.Id, string.Empty));
+                    downloadIfNeeded = false;
+
+                    var package = new DownloadMissingMessageRequested(CurrentMailDraftItem.AssignedAccount.Id, CurrentMailDraftItem.MailCopy);
+                    var downloadResponse = await _winoServerConnectionManager.GetResponseAsync<bool, DownloadMissingMessageRequested>(package);
+
+                    if (downloadResponse.IsSuccess)
+                    {
+                        goto retry;
+                    }
                 }
-                //else
-                //    DialogService.ShowMIMENotFoundMessage();
+                else
+                    DialogService.InfoBarMessage(Translator.Info_ComposerMissingMIMETitle, Translator.Info_ComposerMissingMIMEMessage, InfoBarMessageType.Error);
 
                 return;
             }
             catch (IOException)
             {
-                DialogService.InfoBarMessage("Busy", "Mail is being processed. Please wait a moment and try again.", InfoBarMessageType.Warning);
+                DialogService.InfoBarMessage(Translator.Busy, Translator.Exception_MailProcessing, InfoBarMessageType.Warning);
             }
             catch (ComposerMimeNotFoundException)
             {
@@ -416,6 +451,8 @@ namespace Wino.Mail.ViewModels
             {
                 // Extract information
 
+                CurrentMimeMessage = replyingMime;
+
                 ToItems.Clear();
                 CCItems.Clear();
                 BCCItems.Clear();
@@ -424,22 +461,22 @@ namespace Wino.Mail.ViewModels
                 LoadAddressInfo(replyingMime.Cc, CCItems);
                 LoadAddressInfo(replyingMime.Bcc, BCCItems);
 
-                LoadAttachments(replyingMime.Attachments);
+                LoadAttachments();
 
                 if (replyingMime.Cc.Any() || replyingMime.Bcc.Any())
                     IsCCBCCVisible = true;
 
                 Subject = replyingMime.Subject;
 
-                CurrentMimeMessage = replyingMime;
-
                 Messenger.Send(new CreateNewComposeMailRequested(renderModel));
             });
         }
 
-        private void LoadAttachments(IEnumerable<MimeEntity> mimeEntities)
+        private void LoadAttachments()
         {
-            foreach (var attachment in mimeEntities)
+            if (CurrentMimeMessage == null) return;
+
+            foreach (var attachment in CurrentMimeMessage.Attachments)
             {
                 if (attachment.IsAttachment && attachment is MimePart attachmentPart)
                 {
@@ -459,6 +496,28 @@ namespace Wino.Mail.ViewModels
             }
         }
 
+        private void SaveFromAddress()
+        {
+            if (SelectedAlias == null) return;
+
+            CurrentMimeMessage.From.Clear();
+            CurrentMimeMessage.From.Add(new MailboxAddress(ComposingAccount.SenderName, SelectedAlias.AliasAddress));
+        }
+
+        private void SaveReplyToAddress()
+        {
+            if (SelectedAlias == null) return;
+
+            if (!string.IsNullOrEmpty(SelectedAlias.ReplyToAddress))
+            {
+                if (!CurrentMimeMessage.ReplyTo.Any(a => a is MailboxAddress mailboxAddress && mailboxAddress.Address == SelectedAlias.ReplyToAddress))
+                {
+                    CurrentMimeMessage.ReplyTo.Clear();
+                    CurrentMimeMessage.ReplyTo.Add(new MailboxAddress(SelectedAlias.ReplyToAddress, SelectedAlias.ReplyToAddress));
+                }
+            }
+        }
+
         private void SaveAddressInfo(IEnumerable<AddressInformation> addresses, InternetAddressList list)
         {
             list.Clear();

Wino.Mail.ViewModels/Data/AccountProviderDetailViewModel.cs

@@ -23,6 +23,8 @@ namespace Wino.Mail.ViewModels.Data
 
         public int HoldingAccountCount => 1;
 
+        public bool HasProfilePicture => !string.IsNullOrEmpty(Account.Base64ProfilePictureData);
+
         public AccountProviderDetailViewModel(IProviderDetail providerDetail, MailAccount account)
         {
             ProviderDetail = providerDetail;

Wino.Mail.ViewModels/Data/BreadcrumbNavigationItemViewModel.cs

@@ -3,31 +3,21 @@ using Wino.Messaging.Client.Navigation;
 
 namespace Wino.Mail.ViewModels.Data
 {
-    public class BreadcrumbNavigationItemViewModel : ObservableObject
+    public partial class BreadcrumbNavigationItemViewModel : ObservableObject
     {
+        [ObservableProperty]
+        private string title;
+
+        [ObservableProperty]
+        private bool isActive;
+
         public BreadcrumbNavigationRequested Request { get; set; }
 
         public BreadcrumbNavigationItemViewModel(BreadcrumbNavigationRequested request, bool isActive)
         {
             Request = request;
             Title = request.PageTitle;
-
-            this.isActive = isActive;
-        }
-
-        private string title;
-        public string Title
-        {
-            get => title;
-            set => SetProperty(ref title, value);
-        }
-
-        private bool isActive;
-
-        public bool IsActive
-        {
-            get => isActive;
-            set => SetProperty(ref isActive, value);
+            IsActive = isActive;
         }
     }
 }

Wino.Mail.ViewModels/Data/MailAttachmentViewModel.cs

@@ -6,9 +6,8 @@ using Wino.Core.Extensions;
 
 namespace Wino.Mail.ViewModels.Data
 {
-    public class MailAttachmentViewModel : ObservableObject
+    public partial class MailAttachmentViewModel : ObservableObject
     {
-        private bool isBusy;
         private readonly MimePart _mimePart;
 
         public MailAttachmentType AttachmentType { get; }
@@ -22,23 +21,21 @@ namespace Wino.Mail.ViewModels.Data
         /// <summary>
         /// Gets or sets whether attachment is busy with opening or saving etc.
         /// </summary>
-        public bool IsBusy
-        {
-            get => isBusy;
-            set => SetProperty(ref isBusy, value);
-        }
+        [ObservableProperty]
+        private bool isBusy;
 
         public MailAttachmentViewModel(MimePart mimePart)
         {
             _mimePart = mimePart;
 
-            var array = new byte[_mimePart.Content.Stream.Length];
-            _mimePart.Content.Stream.Read(array, 0, (int)_mimePart.Content.Stream.Length);
+            var memoryStream = new MemoryStream();
 
-            Content = array;
+            using (memoryStream) mimePart.Content.DecodeTo(memoryStream);
+
+            Content = memoryStream.ToArray();
 
             FileName = mimePart.FileName;
-            ReadableSize = mimePart.Content.Stream.Length.GetBytesReadable();
+            ReadableSize = ((long)Content.Length).GetBytesReadable();
 
             var extension = Path.GetExtension(FileName);
             AttachmentType = GetAttachmentType(extension);

Wino.Mail.ViewModels/Data/MailItemViewModel.cs

@@ -18,8 +18,6 @@ namespace Wino.Mail.ViewModels.Data
         public string MessageId => ((IMailItem)MailCopy).MessageId;
         public string FromName => ((IMailItem)MailCopy).FromName ?? FromAddress;
         public DateTime CreationDate => ((IMailItem)MailCopy).CreationDate;
-        public string FromAddress => ((IMailItem)MailCopy).FromAddress;
-        public bool HasAttachments => ((IMailItem)MailCopy).HasAttachments;
         public string References => ((IMailItem)MailCopy).References;
         public string InReplyTo => ((IMailItem)MailCopy).InReplyTo;
 
@@ -77,6 +75,18 @@ namespace Wino.Mail.ViewModels.Data
             set => SetProperty(MailCopy.PreviewText, value, MailCopy, (u, n) => u.PreviewText = n);
         }
 
+        public string FromAddress
+        {
+            get => MailCopy.FromAddress;
+            set => SetProperty(MailCopy.FromAddress, value, MailCopy, (u, n) => u.FromAddress = n);
+        }
+
+        public bool HasAttachments
+        {
+            get => MailCopy.HasAttachments;
+            set => SetProperty(MailCopy.HasAttachments, value, MailCopy, (u, n) => u.HasAttachments = n);
+        }
+
         public MailItemFolder AssignedFolder => ((IMailItem)MailCopy).AssignedFolder;
 
         public MailAccount AssignedAccount => ((IMailItem)MailCopy).AssignedAccount;
@@ -94,6 +104,8 @@ namespace Wino.Mail.ViewModels.Data
             OnPropertyChanged(nameof(DraftId));
             OnPropertyChanged(nameof(Subject));
             OnPropertyChanged(nameof(PreviewText));
+            OnPropertyChanged(nameof(FromAddress));
+            OnPropertyChanged(nameof(HasAttachments));
         }
 
         public IEnumerable<Guid> GetContainingIds() => new[] { UniqueId };

Wino.Mail.ViewModels/MailRenderingPageViewModel.cs

@@ -273,7 +273,7 @@ namespace Wino.Mail.ViewModels
 
                 var (draftMailCopy, draftBase64MimeMessage) = await _mailService.CreateDraftAsync(initializedMailItemViewModel.AssignedAccount.Id, draftOptions).ConfigureAwait(false);
 
-                var draftPreparationRequest = new DraftPreparationRequest(initializedMailItemViewModel.AssignedAccount, draftMailCopy, draftBase64MimeMessage, initializedMailItemViewModel.MailCopy);
+                var draftPreparationRequest = new DraftPreparationRequest(initializedMailItemViewModel.AssignedAccount, draftMailCopy, draftBase64MimeMessage, draftOptions.Reason, initializedMailItemViewModel.MailCopy);
 
                 await _requestDelegator.ExecuteAsync(draftPreparationRequest);
 

Wino.Mail.ViewModels/Wino.Mail.ViewModels.csproj

@@ -7,6 +7,7 @@
   </PropertyGroup>
 
   <ItemGroup>
+    <PackageReference Include="EmailValidation" Version="1.2.0" />
     <PackageReference Include="IsExternalInit" Version="1.0.3">
       <PrivateAssets>all</PrivateAssets>
       <IncludeAssets>runtime; build; native; contentfiles; analyzers; buildtransitive</IncludeAssets>

Wino.Mail/App.xaml

@@ -1,9 +1,10 @@
-<Application x:Class="Wino.App"
-             xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
-             xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
-             xmlns:controls="using:Wino.Controls"
-             xmlns:selectors="using:Wino.Selectors"
-             xmlns:wino="using:Wino">
+<Application
+    x:Class="Wino.App"
+    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+    xmlns:controls="using:Wino.Controls"
+    xmlns:selectors="using:Wino.Selectors"
+    xmlns:wino="using:Wino">
 
     <Application.Resources>
         <ResourceDictionary>
@@ -48,6 +49,14 @@
                         <Setter Property="BorderThickness" Value="1" />
                     </Style>
 
+                    <!--  Custom Grid style for info panels.  -->
+                    <Style TargetType="Grid" x:Key="InformationAreaGridStyle">
+                        <Setter Property="Background" Value="{ThemeResource CardBackgroundFillColorDefaultBrush}" />
+                        <Setter Property="BorderBrush" Value="{ThemeResource DividerStrokeColorDefaultBrush}" />
+                        <Setter Property="CornerRadius" Value="8" />
+                        <Setter Property="Padding" Value="16" />
+                    </Style>
+
                     <!--  Default StackPanel animation.  -->
                     <Style TargetType="StackPanel">
                         <Setter Property="ChildrenTransitions">
@@ -60,9 +69,10 @@
                     </Style>
 
                     <!--  Default Style for ContentDialog  -->
-                    <Style x:Key="WinoDialogStyle"
-                           BasedOn="{StaticResource DefaultContentDialogStyle}"
-                           TargetType="ContentDialog" />
+                    <Style
+                        x:Key="WinoDialogStyle"
+                        BasedOn="{StaticResource DefaultContentDialogStyle}"
+                        TargetType="ContentDialog" />
 
                     <!--  Settings Menu Item Template  -->
                     <Style TargetType="controls:SettingsMenuItemControl">
@@ -74,63 +84,71 @@
                             <Setter.Value>
                                 <ControlTemplate TargetType="controls:SettingsMenuItemControl">
                                     <Grid>
-                                        <Button Padding="0"
-                                                HorizontalAlignment="Stretch"
-                                                HorizontalContentAlignment="Stretch"
-                                                Command="{TemplateBinding Command}"
-                                                CommandParameter="{TemplateBinding CommandParameter}"
-                                                IsEnabled="{TemplateBinding IsEnabled}"
-                                                IsHitTestVisible="{TemplateBinding IsClickable}">
-                                            <Grid Height="70"
-                                                  Padding="0,6,12,6"
-                                                  CornerRadius="4">
+                                        <Button
+                                            Padding="0"
+                                            HorizontalAlignment="Stretch"
+                                            HorizontalContentAlignment="Stretch"
+                                            Command="{TemplateBinding Command}"
+                                            CommandParameter="{TemplateBinding CommandParameter}"
+                                            IsEnabled="{TemplateBinding IsEnabled}"
+                                            IsHitTestVisible="{TemplateBinding IsClickable}">
+                                            <Grid
+                                                Height="70"
+                                                Padding="0,6,12,6"
+                                                CornerRadius="4">
                                                 <Grid.ColumnDefinitions>
                                                     <ColumnDefinition Width="50" />
                                                     <ColumnDefinition Width="*" />
                                                 </Grid.ColumnDefinitions>
 
-                                                <ContentControl HorizontalAlignment="Center"
-                                                                VerticalAlignment="Center"
-                                                                Content="{TemplateBinding Icon}" />
+                                                <ContentControl
+                                                    HorizontalAlignment="Center"
+                                                    VerticalAlignment="Center"
+                                                    Content="{TemplateBinding Icon}" />
 
-                                                <Grid Grid.Column="1"
-                                                      Margin="4,0"
-                                                      VerticalAlignment="Center"
-                                                      RowSpacing="3">
+                                                <Grid
+                                                    Grid.Column="1"
+                                                    Margin="4,0"
+                                                    VerticalAlignment="Center"
+                                                    RowSpacing="3">
                                                     <Grid.RowDefinitions>
                                                         <RowDefinition Height="Auto" />
                                                         <RowDefinition Height="Auto" />
                                                     </Grid.RowDefinitions>
 
-                                                    <TextBlock VerticalAlignment="Center"
-                                                               FontWeight="SemiBold"
-                                                               Style="{StaticResource BodyTextBlockStyle}"
-                                                               Text="{TemplateBinding Title}" />
-                                                    <TextBlock Grid.Row="1"
-                                                               VerticalAlignment="Center"
-                                                               Style="{StaticResource CaptionTextBlockStyle}"
-                                                               Text="{TemplateBinding Description}" />
+                                                    <TextBlock
+                                                        VerticalAlignment="Center"
+                                                        FontWeight="SemiBold"
+                                                        Style="{StaticResource BodyTextBlockStyle}"
+                                                        Text="{TemplateBinding Title}" />
+                                                    <TextBlock
+                                                        Grid.Row="1"
+                                                        VerticalAlignment="Center"
+                                                        Style="{StaticResource CaptionTextBlockStyle}"
+                                                        Text="{TemplateBinding Description}" />
                                                 </Grid>
 
-                                                <Viewbox Grid.Column="0"
-                                                         Grid.ColumnSpan="2"
-                                                         Width="16"
-                                                         Height="16"
-                                                         HorizontalAlignment="Right"
-                                                         VerticalAlignment="Center"
-                                                         Visibility="{Binding RelativeSource={RelativeSource Mode=TemplatedParent}, Path=IsNavigateIconVisible}">
+                                                <Viewbox
+                                                    Grid.Column="0"
+                                                    Grid.ColumnSpan="2"
+                                                    Width="16"
+                                                    Height="16"
+                                                    HorizontalAlignment="Right"
+                                                    VerticalAlignment="Center"
+                                                    Visibility="{Binding RelativeSource={RelativeSource Mode=TemplatedParent}, Path=IsNavigateIconVisible}">
                                                     <PathIcon Data="F1 M 5.029297 19.091797 L 14.111328 10 L 5.029297 0.908203 L 5.908203 0.029297 L 15.888672 10 L 5.908203 19.970703 Z " />
                                                 </Viewbox>
                                             </Grid>
                                         </Button>
 
-                                        <ContentControl Grid.RowSpan="2"
-                                                        Margin="0,0,16,0"
-                                                        HorizontalAlignment="Right"
-                                                        VerticalAlignment="Center"
-                                                        Content="{TemplateBinding SideContent}"
-                                                        IsHitTestVisible="True"
-                                                        Visibility="{Binding RelativeSource={RelativeSource Mode=TemplatedParent}, Path=IsNavigateIconVisible, Converter={StaticResource ReverseBooleanToVisibilityConverter}}" />
+                                        <ContentControl
+                                            Grid.RowSpan="2"
+                                            Margin="0,0,16,0"
+                                            HorizontalAlignment="Right"
+                                            VerticalAlignment="Center"
+                                            Content="{TemplateBinding SideContent}"
+                                            IsHitTestVisible="True"
+                                            Visibility="{Binding RelativeSource={RelativeSource Mode=TemplatedParent}, Path=IsNavigateIconVisible, Converter={StaticResource ReverseBooleanToVisibilityConverter}}" />
                                     </Grid>
                                 </ControlTemplate>
                             </Setter.Value>
@@ -188,16 +206,17 @@
                         <Image Source="/Assets/FileTypes/type_other.png" />
                     </DataTemplate>
 
-                    <selectors:FileAttachmentTypeSelector x:Key="FileTypeIconSelector"
-                                                          Archive="{StaticResource ArchiveTemplate}"
-                                                          Executable="{StaticResource ExecutableTemplate}"
-                                                          HTML="{StaticResource HTMLTemplate}"
-                                                          Image="{StaticResource ImageTemplate}"
-                                                          None="{StaticResource NoneTemplate}"
-                                                          Other="{StaticResource OtherTemplate}"
-                                                          PDF="{StaticResource PDFTemplate}"
-                                                          RarArchive="{StaticResource RarTemplate}"
-                                                          Video="{StaticResource VideoTemplate}" />
+                    <selectors:FileAttachmentTypeSelector
+                        x:Key="FileTypeIconSelector"
+                        Archive="{StaticResource ArchiveTemplate}"
+                        Executable="{StaticResource ExecutableTemplate}"
+                        HTML="{StaticResource HTMLTemplate}"
+                        Image="{StaticResource ImageTemplate}"
+                        None="{StaticResource NoneTemplate}"
+                        Other="{StaticResource OtherTemplate}"
+                        PDF="{StaticResource PDFTemplate}"
+                        RarArchive="{StaticResource RarTemplate}"
+                        Video="{StaticResource VideoTemplate}" />
                 </ResourceDictionary>
 
                 <XamlControlsResources xmlns="using:Microsoft.UI.Xaml.Controls" />

Wino.Mail/App.xaml.cs

@@ -179,6 +179,7 @@ namespace Wino
             services.AddTransient(typeof(MergedAccountDetailsPageViewModel));
             services.AddTransient(typeof(LanguageTimePageViewModel));
             services.AddTransient(typeof(AppPreferencesPageViewModel));
+            services.AddTransient(typeof(AliasManagementPageViewModel));
         }
 
         #endregion

Wino.Mail/AppShell.xaml.cs

@@ -208,7 +208,6 @@ namespace Wino.Views
             WeakReferenceMessenger.Default.Send(new ClearMailSelectionsRequested());
             WeakReferenceMessenger.Default.Send(new DisposeRenderingFrameRequested());
             WeakReferenceMessenger.Default.Send(new ShellStateUpdated());
-
         }
 
         private async void MenuItemContextRequested(UIElement sender, ContextRequestedEventArgs args)

Wino.Mail/AppThemes/Mica.xaml

@@ -1,6 +1,7 @@
-<ResourceDictionary xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
-                    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
-                    xmlns:xaml="using:Windows.UI.Xaml">
+<ResourceDictionary
+    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+    xmlns:xaml="using:Windows.UI.Xaml">
 
     <x:String x:Key="ThemeName">Mica</x:String>
     <x:Boolean x:Key="UseMica">True</x:Boolean>

Wino.Mail/Dialogs/AccountCreationDialog.xaml

@@ -47,6 +47,13 @@
                 </VisualState.Setters>
             </VisualState>
 
+            <VisualState x:Name="FetchingProfileInformation">
+                <VisualState.Setters>
+                    <Setter Target="StatusText.Text" Value="{x:Bind domain:Translator.AccountCreationDialog_FetchingProfileInformation}" />
+                    <Setter Target="DialogIcon.Glyph" Value="F1 M 1.875 17.5 C 1.621094 17.5 1.380208 17.451172 1.152344 17.353516 C 0.924479 17.255859 0.724284 17.120768 0.551758 16.948242 C 0.379232 16.775717 0.244141 16.575521 0.146484 16.347656 C 0.048828 16.119791 0 15.878906 0 15.625 L 0 4.375 C 0 4.121094 0.048828 3.880209 0.146484 3.652344 C 0.244141 3.42448 0.379232 3.224285 0.551758 3.051758 C 0.724284 2.879232 0.924479 2.744141 1.152344 2.646484 C 1.380208 2.548828 1.621094 2.5 1.875 2.5 L 18.125 2.5 C 18.378906 2.5 18.619791 2.548828 18.847656 2.646484 C 19.07552 2.744141 19.275715 2.879232 19.448242 3.051758 C 19.620768 3.224285 19.755859 3.42448 19.853516 3.652344 C 19.951172 3.880209 20 4.121094 20 4.375 L 20 15.625 C 20 15.878906 19.951172 16.119791 19.853516 16.347656 C 19.755859 16.575521 19.620768 16.775717 19.448242 16.948242 C 19.275715 17.120768 19.07552 17.255859 18.847656 17.353516 C 18.619791 17.451172 18.378906 17.5 18.125 17.5 Z M 5 16.25 L 5 14.375 C 5 14.121094 5.048828 13.880209 5.146484 13.652344 C 5.244141 13.424479 5.379231 13.224284 5.551758 13.051758 C 5.724284 12.879232 5.924479 12.744141 6.152344 12.646484 C 6.380208 12.548828 6.621094 12.5 6.875 12.5 L 13.125 12.5 C 13.378905 12.5 13.619791 12.548828 13.847656 12.646484 C 14.075521 12.744141 14.275716 12.879232 14.448242 13.051758 C 14.620768 13.224284 14.755858 13.424479 14.853516 13.652344 C 14.951171 13.880209 14.999999 14.121094 15 14.375 L 15 16.25 L 18.125 16.25 C 18.29427 16.25 18.440754 16.188152 18.564453 16.064453 C 18.68815 15.940756 18.75 15.794271 18.75 15.625 L 18.75 4.375 C 18.75 4.20573 18.68815 4.059246 18.564453 3.935547 C 18.440754 3.81185 18.29427 3.75 18.125 3.75 L 1.875 3.75 C 1.705729 3.75 1.559245 3.81185 1.435547 3.935547 C 1.311849 4.059246 1.25 4.20573 1.25 4.375 L 1.25 15.625 C 1.25 15.794271 1.311849 15.940756 1.435547 16.064453 C 1.559245 16.188152 1.705729 16.25 1.875 16.25 Z M 6.875 8.056641 C 6.875 7.633464 6.959635 7.236328 7.128906 6.865234 C 7.298177 6.494141 7.526041 6.170248 7.8125 5.893555 C 8.098958 5.616862 8.430989 5.398764 8.808594 5.239258 C 9.186197 5.079754 9.583333 5.000001 10 5 C 10.436197 5.000001 10.843099 5.081381 11.220703 5.244141 C 11.598307 5.406901 11.928711 5.629883 12.211914 5.913086 C 12.495117 6.196289 12.718099 6.526693 12.880859 6.904297 C 13.043619 7.281901 13.124999 7.688803 13.125 8.125 C 13.124999 8.561198 13.043619 8.9681 12.880859 9.345703 C 12.718099 9.723308 12.495117 10.053711 12.211914 10.336914 C 11.928711 10.620117 11.598307 10.8431 11.220703 11.005859 C 10.843099 11.16862 10.436197 11.25 10 11.25 C 9.550781 11.25 9.135742 11.166992 8.754883 11.000977 C 8.374023 10.834961 8.043619 10.607097 7.763672 10.317383 C 7.483724 10.02767 7.265625 9.689128 7.109375 9.301758 C 6.953125 8.914389 6.875 8.49935 6.875 8.056641 Z M 11.875 8.125 C 11.875 7.871094 11.826172 7.630209 11.728516 7.402344 C 11.630859 7.174479 11.495768 6.974284 11.323242 6.801758 C 11.150716 6.629232 10.950521 6.494141 10.722656 6.396484 C 10.494791 6.298828 10.253906 6.25 10 6.25 C 9.746094 6.25 9.505208 6.298828 9.277344 6.396484 C 9.049479 6.494141 8.849283 6.629232 8.676758 6.801758 C 8.504231 6.974284 8.369141 7.174479 8.271484 7.402344 C 8.173828 7.630209 8.125 7.871094 8.125 8.125 C 8.125 8.378906 8.173828 8.619792 8.271484 8.847656 C 8.369141 9.075521 8.504231 9.275717 8.676758 9.448242 C 8.849283 9.620769 9.049479 9.755859 9.277344 9.853516 C 9.505208 9.951172 9.746094 10 10 10 C 10.253906 10 10.494791 9.951172 10.722656 9.853516 C 10.950521 9.755859 11.150716 9.620769 11.323242 9.448242 C 11.495768 9.275717 11.630859 9.075521 11.728516 8.847656 C 11.826172 8.619792 11.875 8.378906 11.875 8.125 Z M 6.25 16.25 L 13.75 16.25 L 13.75 14.375 C 13.75 14.205729 13.68815 14.059245 13.564453 13.935547 C 13.440755 13.81185 13.294271 13.75 13.125 13.75 L 6.875 13.75 C 6.705729 13.75 6.559244 13.81185 6.435547 13.935547 C 6.311849 14.059245 6.25 14.205729 6.25 14.375 Z " />
+                </VisualState.Setters>
+            </VisualState>
+
             <VisualState x:Name="Completed">
                 <VisualState.Setters>
                     <Setter Target="StatusText.Text" Value="{x:Bind domain:Translator.AccountCreationDialog_Completed}" />

Wino.Mail/Dialogs/CreateAccountAliasDialog.xaml

@@ -0,0 +1,40 @@
+<ContentDialog
+    x:Class="Wino.Dialogs.CreateAccountAliasDialog"
+    xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+    xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+    xmlns:local="using:Wino.Dialogs"
+    xmlns:d="http://schemas.microsoft.com/expression/blend/2008"
+    xmlns:mc="http://schemas.openxmlformats.org/markup-compatibility/2006"
+    mc:Ignorable="d"
+    xmlns:domain="using:Wino.Core.Domain"
+    PrimaryButtonText="{x:Bind domain:Translator.Buttons_Create}"
+    SecondaryButtonText="{x:Bind domain:Translator.Buttons_Cancel}"
+    DefaultButton="Primary"
+    PrimaryButtonClick="CreateClicked"
+    Title="{x:Bind domain:Translator.CreateAccountAliasDialog_Title}"
+    Style="{StaticResource WinoDialogStyle}">
+
+    <Grid>
+        <Grid.RowDefinitions>
+            <RowDefinition Height="Auto" />
+            <RowDefinition Height="*" />
+        </Grid.RowDefinitions>
+        <TextBlock Text="{x:Bind domain:Translator.CreateAccountAliasDialog_Description}" Style="{StaticResource CaptionTextBlockStyle}" />
+
+        <StackPanel
+            Grid.Row="1"
+            Margin="0,20"
+            Spacing="8">
+            <TextBox
+                x:Name="AliasTextBox"
+                PlaceholderText="{x:Bind domain:Translator.CreateAccountAliasDialog_AliasAddressPlaceholder}"
+                Header="{x:Bind domain:Translator.CreateAccountAliasDialog_AliasAddress}" />
+
+            <TextBox
+                x:Name="ReplyToTextBox"
+                PlaceholderText="{x:Bind domain:Translator.CreateAccountAliasDialog_ReplyToAddressPlaceholder}"
+                Header="{x:Bind domain:Translator.CreateAccountAliasDialog_ReplyToAddress}" />
+        </StackPanel>
+    </Grid>
+</ContentDialog>
+

Wino.Mail/Dialogs/CreateAccountAliasDialog.xaml.cs

@@ -0,0 +1,30 @@
+using System;
+using Windows.UI.Xaml.Controls;
+using Wino.Core.Domain.Entities;
+using Wino.Core.Domain.Interfaces;
+
+namespace Wino.Dialogs
+{
+    public sealed partial class CreateAccountAliasDialog : ContentDialog, ICreateAccountAliasDialog
+    {
+        public MailAccountAlias CreatedAccountAlias { get; set; }
+        public CreateAccountAliasDialog()
+        {
+            InitializeComponent();
+        }
+
+        private void CreateClicked(ContentDialog sender, ContentDialogButtonClickEventArgs args)
+        {
+            CreatedAccountAlias = new MailAccountAlias
+            {
+                AliasAddress = AliasTextBox.Text.Trim(),
+                ReplyToAddress = ReplyToTextBox.Text.Trim(),
+                Id = Guid.NewGuid(),
+                IsPrimary = false,
+                IsVerified = false
+            };
+
+            Hide();
+        }
+    }
+}

Wino.Mail/Dialogs/NewAccountDialog.xaml

@@ -56,14 +56,6 @@
             PlaceholderText="{x:Bind domain:Translator.NewAccountDialog_AccountNamePlaceholder}"
             TextChanged="AccountNameChanged" />
 
-        <!--  Sender Name  -->
-        <TextBox
-            x:Name="SenderNameTextbox"
-            Grid.Row="1"
-            Header="{x:Bind domain:Translator.AccountSettingsDialog_AccountName}"
-            PlaceholderText="{x:Bind domain:Translator.AccountSettingsDialog_AccountNamePlaceholder}"
-            TextChanged="SenderNameChanged" />
-
         <!--
             TODO: Move Name, Sender Name and Color Picker to another Frame.
             Provider selection should be first, then account details.
@@ -79,7 +71,7 @@
 
         <ListView
             Grid.Row="2"
-            Margin="0,12"
+            
             Padding="0"
             ItemTemplate="{StaticResource NewMailProviderTemplate}"
             ItemsSource="{x:Bind Providers}"

Wino.Mail/Dialogs/NewAccountDialog.xaml.cs

@@ -49,7 +49,7 @@ namespace Wino.Dialogs
 
             if (IsSecondaryButtonEnabled)
             {
-                Result = new AccountCreationDialogResult(SelectedMailProvider.Type, AccountNameTextbox.Text.Trim(), SenderNameTextbox.Text.Trim());
+                Result = new AccountCreationDialogResult(SelectedMailProvider.Type, AccountNameTextbox.Text.Trim());
                 Hide();
             }
         }
@@ -68,8 +68,7 @@ namespace Wino.Dialogs
         {
             bool shouldEnable = SelectedMailProvider != null
                 && SelectedMailProvider.IsSupported
-                && !string.IsNullOrEmpty(AccountNameTextbox.Text)
-                && (SelectedMailProvider.RequireSenderNameOnCreationDialog ? !string.IsNullOrEmpty(SenderNameTextbox.Text) : true);
+                && !string.IsNullOrEmpty(AccountNameTextbox.Text);
 
             IsPrimaryButtonEnabled = shouldEnable;
         }
@@ -77,7 +76,6 @@ namespace Wino.Dialogs
         private void ValidateNames()
         {
             AccountNameTextbox.IsEnabled = SelectedMailProvider != null;
-            SenderNameTextbox.IsEnabled = SelectedMailProvider != null && SelectedMailProvider.Type != Core.Domain.Enums.MailProviderType.IMAP4;
         }
 
         private void DialogOpened(ContentDialog sender, ContentDialogOpenedEventArgs args) => Validate();

Wino.Mail/Services/DialogService.cs

@@ -216,6 +216,18 @@ namespace Wino.Services
             return storeDialog;
         }
 
+        public async Task<ICreateAccountAliasDialog> ShowCreateAccountAliasDialogAsync()
+        {
+            var createAccountAliasDialog = new CreateAccountAliasDialog()
+            {
+                RequestedTheme = _themeService.RootTheme.ToWindowsElementTheme()
+            };
+
+            await HandleDialogPresentationAsync(createAccountAliasDialog);
+
+            return createAccountAliasDialog;
+        }
+
         public async Task HandleSystemFolderConfigurationDialogAsync(Guid accountId, IFolderService folderService)
         {
             try

Wino.Mail/Services/WinoNavigationService.cs

@@ -11,6 +11,7 @@ using Wino.Core.Domain.Models.Navigation;
 using Wino.Helpers;
 using Wino.Mail.ViewModels.Data;
 using Wino.Mail.ViewModels.Messages;
+using Wino.Messaging.Client.Mails;
 using Wino.Views;
 using Wino.Views.Account;
 using Wino.Views.Settings;
@@ -88,6 +89,8 @@ namespace Wino.Services
                     return typeof(SettingOptionsPage);
                 case WinoPage.AppPreferencesPage:
                     return typeof(AppPreferencesPage);
+                case WinoPage.AliasManagementPage:
+                    return typeof(AliasManagementPage);
                 default:
                     return null;
             }
@@ -114,6 +117,7 @@ namespace Wino.Services
                 {
                     // No need for new navigation, just refresh the folder.
                     WeakReferenceMessenger.Default.Send(new ActiveMailFolderChangedEvent(folderNavigationArgs.BaseFolderMenuItem, folderNavigationArgs.FolderInitLoadAwaitTask));
+                    WeakReferenceMessenger.Default.Send(new DisposeRenderingFrameRequested());
 
                     return true;
                 }
@@ -136,6 +140,13 @@ namespace Wino.Services
                     {
                         WeakReferenceMessenger.Default.Send(new NewMailItemRenderingRequestedEvent(mailItemViewModel));
                     }
+                    else if (listingFrame.Content != null
+                        && listingFrame.Content.GetType() == GetPageType(WinoPage.IdlePage)
+                        && pageType == typeof(IdlePage))
+                    {
+                        // Idle -> Idle navigation. Ignore.
+                        return true;
+                    }
                     else
                     {
                         listingFrame.Navigate(pageType, parameter, transitionInfo);

Wino.Mail/Styles/Colors.xaml

@@ -9,6 +9,9 @@
 
     <SolidColorBrush x:Key="FolderSyncBrush">#1abc9c</SolidColorBrush>
 
+    <SolidColorBrush x:Key="AliasUnverifiedBrush">#ff7675</SolidColorBrush>
+    <SolidColorBrush x:Key="AliasVerifiedBrush">#1abc9c</SolidColorBrush>
+
     <ResourceDictionary.ThemeDictionaries>
         <ResourceDictionary x:Name="Light">
             <SolidColorBrush x:Key="AttachmentBrush">#fdcb6e</SolidColorBrush>

Wino.Mail/Views/Abstract/AliasManagementPageAbstract.cs

@@ -0,0 +1,6 @@
+using Wino.Mail.ViewModels;
+
+namespace Wino.Views.Abstract
+{
+    public abstract class AliasManagementPageAbstract : BasePage<AliasManagementPageViewModel> { }
+}

Wino.Mail/Views/ComposePage.xaml

@@ -443,17 +443,9 @@
                         x:Name="AccountsComboBox"
                         Grid.Column="1"
                         IsEditable="False"
-                        IsEnabled="False"
-                        ItemsSource="{x:Bind ViewModel.Accounts}"
-                        SelectedItem="{x:Bind ViewModel.ComposingAccount, Mode=TwoWay}">
-                        <ComboBox.ItemTemplate>
-                            <DataTemplate x:DataType="entities:MailAccount">
-                                <TextBlock>
-                                    <Run Text="{x:Bind Name}" /><Run Text=" (" /><Run Text="{x:Bind Address}" /><Run Text=")" />
-                                </TextBlock>
-                            </DataTemplate>
-                        </ComboBox.ItemTemplate>
-                    </ComboBox>
+                        ItemsSource="{x:Bind ViewModel.AvailableAliases, Mode=OneWay}"
+                        DisplayMemberPath="AliasAddress"
+                        SelectedItem="{x:Bind ViewModel.SelectedAlias, Mode=TwoWay}" />
 
                     <!--  To  -->
                     <TextBlock

Wino.Mail/Views/ComposePage.xaml.cs

@@ -39,7 +39,8 @@ namespace Wino.Views
     public sealed partial class ComposePage : ComposePageAbstract,
         IRecipient<NavigationPaneModeChanged>,
         IRecipient<CreateNewComposeMailRequested>,
-        IRecipient<ApplicationThemeChanged>
+        IRecipient<ApplicationThemeChanged>,
+        IRecipient<KillChromiumRequested>
     {
         public bool IsComposerDarkMode
         {
@@ -237,12 +238,9 @@ namespace Wino.Views
             // Convert files to MailAttachmentViewModel.
             foreach (var file in files)
             {
-                if (!ViewModel.IncludedAttachments.Any(a => a.FileName == file.Path))
-                {
-                    var attachmentViewModel = await file.ToAttachmentViewModelAsync();
+                var attachmentViewModel = await file.ToAttachmentViewModelAsync();
 
-                    ViewModel.IncludedAttachments.Add(attachmentViewModel);
-                }
+                await ViewModel.IncludeAttachmentAsync(attachmentViewModel);
             }
         }
 
@@ -417,13 +415,6 @@ namespace Wino.Views
             return await ExecuteScriptFunctionAsync("initializeJodit", fonts, composerFont, composerFontSize, readerFont, readerFontSize);
         }
 
-        protected override void OnNavigatingFrom(NavigatingCancelEventArgs e)
-        {
-            base.OnNavigatingFrom(e);
-
-            DisposeDisposables();
-            DisposeWebView2();
-        }
 
         private void DisposeWebView2()
         {
@@ -700,5 +691,11 @@ namespace Wino.Views
                 ToBox.Focus(FocusState.Programmatic);
             }
         }
+
+        public void Receive(KillChromiumRequested message)
+        {
+            DisposeDisposables();
+            DisposeWebView2();
+        }
     }
 }

Wino.Mail/Views/MailListPage.xaml

@@ -335,11 +335,6 @@
                         Padding="2,0"
                         Background="{ThemeResource ApplicationPageBackgroundThemeBrush}"
                         CornerRadius="8">
-                        <Grid.RowDefinitions>
-                            <RowDefinition Height="48" />
-                            <RowDefinition Height="2" />
-                        </Grid.RowDefinitions>
-
                         <!--  Commands  -->
                         <Grid>
                             <Grid.ColumnDefinitions>
@@ -481,12 +476,6 @@
                                 </Button.Flyout>
                             </Button>
                         </Grid>
-
-                        <muxc:ProgressBar
-                            x:Name="LoadingProgressBar"
-                            Grid.Row="1"
-                            x:Load="{x:Bind ViewModel.IsInitializingFolder, Mode=OneWay}"
-                            IsIndeterminate="True" />
                     </Grid>
 
                     <!--  Pivot + Sync + Multi Select  -->

Wino.Mail/Views/NewAccountManagementPage.xaml.cs

@@ -44,6 +44,7 @@ namespace Wino.Views
                 WinoPage.SignatureManagementPage => typeof(SignatureManagementPage),
                 WinoPage.AccountDetailsPage => typeof(AccountDetailsPage),
                 WinoPage.MergedAccountDetailsPage => typeof(MergedAccountDetailsPage),
+                WinoPage.AliasManagementPage => typeof(AliasManagementPage),
                 _ => null,
             };
         }

Wino.Mail/Views/Settings/AliasManagementPage.xaml.cs

@@ -0,0 +1,12 @@
+using Wino.Views.Abstract;
+
+namespace Wino.Views.Settings
+{
+    public sealed partial class AliasManagementPage : AliasManagementPageAbstract
+    {
+        public AliasManagementPage()
+        {
+            this.InitializeComponent();
+        }
+    }
+}

Wino.Mail/Wino.Mail.csproj

@@ -169,6 +169,9 @@
     <PackageReference Include="CommunityToolkit.Uwp.Animations">
       <Version>8.0.240109</Version>
     </PackageReference>
+    <PackageReference Include="CommunityToolkit.Uwp.Behaviors">
+      <Version>8.0.240109</Version>
+    </PackageReference>
     <PackageReference Include="CommunityToolkit.Uwp.Controls.SettingsControls">
       <Version>8.0.240109</Version>
     </PackageReference>
@@ -268,6 +271,9 @@
     <Compile Include="Dialogs\NewImapSetupDialog.xaml.cs">
       <DependentUpon>NewImapSetupDialog.xaml</DependentUpon>
     </Compile>
+    <Compile Include="Dialogs\CreateAccountAliasDialog.xaml.cs">
+      <DependentUpon>CreateAccountAliasDialog.xaml</DependentUpon>
+    </Compile>
     <Compile Include="Dialogs\StoreRatingDialog.xaml.cs">
       <DependentUpon>StoreRatingDialog.xaml</DependentUpon>
     </Compile>
@@ -340,6 +346,7 @@
     <Compile Include="Views\Abstract\AboutPageAbstract.cs" />
     <Compile Include="Views\Abstract\AccountDetailsPageAbstract.cs" />
     <Compile Include="Views\Abstract\AccountManagementPageAbstract.cs" />
+    <Compile Include="Views\Abstract\AliasManagementPageAbstract.cs" />
     <Compile Include="Views\Abstract\AppPreferencesPageAbstract.cs" />
     <Compile Include="Views\Abstract\AppShellAbstract.cs" />
     <Compile Include="Views\Abstract\ComposePageAbstract.cs" />
@@ -423,6 +430,9 @@
     <Compile Include="Views\Settings\SettingOptionsPage.xaml.cs">
       <DependentUpon>SettingOptionsPage.xaml</DependentUpon>
     </Compile>
+    <Compile Include="Views\Settings\AliasManagementPage.xaml.cs">
+      <DependentUpon>AliasManagementPage.xaml</DependentUpon>
+    </Compile>
     <Compile Include="Views\Settings\SignatureManagementPage.xaml.cs">
       <DependentUpon>SignatureManagementPage.xaml</DependentUpon>
     </Compile>
@@ -509,6 +519,10 @@
       <SubType>Designer</SubType>
       <Generator>MSBuild:Compile</Generator>
     </Page>
+    <Page Include="Dialogs\CreateAccountAliasDialog.xaml">
+      <Generator>MSBuild:Compile</Generator>
+      <SubType>Designer</SubType>
+    </Page>
     <Page Include="Dialogs\StoreRatingDialog.xaml">
       <SubType>Designer</SubType>
       <Generator>MSBuild:Compile</Generator>
@@ -657,6 +671,10 @@
       <SubType>Designer</SubType>
       <Generator>MSBuild:Compile</Generator>
     </Page>
+    <Page Include="Views\Settings\AliasManagementPage.xaml">
+      <Generator>MSBuild:Compile</Generator>
+      <SubType>Designer</SubType>
+    </Page>
     <Page Include="Views\Settings\SignatureManagementPage.xaml">
       <SubType>Designer</SubType>
       <Generator>MSBuild:Compile</Generator>

Wino.Messages/Client/Mails/KillChromiumRequested.cs

@@ -0,0 +1,7 @@
+namespace Wino.Messaging.Client.Mails
+{
+    /// <summary>
+    /// Terminates all chromum instances.
+    /// </summary>
+    public record KillChromiumRequested;
+}

Wino.Server/MessageHandlers/SynchronizationRequestHandler.cs

@@ -52,7 +52,7 @@ namespace Wino.Server.MessageHandlers
             {
                 var synchronizationResult = await synchronizer.SynchronizeAsync(message.Options, cancellationToken).ConfigureAwait(false);
 
-                if (synchronizationResult.DownloadedMessages.Any())
+                if (synchronizationResult.DownloadedMessages?.Any() ?? false || !synchronizer.Account.Preferences.IsNotificationsEnabled)
                 {
                     var accountInboxFolder = await _folderService.GetSpecialFolderByAccountIdAsync(message.Options.AccountId, SpecialFolderType.Inbox);
 

Wino.Server/Wino.Server.csproj

@@ -31,8 +31,8 @@
 	</ItemGroup>
 	<ItemGroup>
 	  <PackageReference Include="CommunityToolkit.Mvvm" Version="8.2.2" />
-	  <PackageReference Include="H.NotifyIcon.Wpf" Version="2.1.0" />
-	  <PackageReference Include="CommunityToolkit.WinUI.Notifications" Version="7.0.3" />
+	  <PackageReference Include="H.NotifyIcon.Wpf" Version="2.1.2" />
+	  <PackageReference Include="CommunityToolkit.WinUI.Notifications" Version="7.1.2" />
 	</ItemGroup>
 	<ItemGroup>
 	  <ProjectReference Include="..\Wino.Core.Domain\Wino.Core.Domain.csproj" />