Contacts, thread animation and image preview control improvements.

CLAUDE.md

@@ -129,3 +129,4 @@ private string searchQuery = string.Empty;
 - String interpolation over string.Format
 - Wrap async operations in try-catch
 - Log errors via IWinoLogger
+- In ViewModels, update all UI-bound properties/collections via `ExecuteUIThread(...)` (especially after awaited calls and any use of `ConfigureAwait(false)`).

Wino.Core.Domain/Interfaces/IContactService.cs

@@ -3,6 +3,7 @@ using System.Linq;
 using System.Threading.Tasks;
 using MimeKit;
 using Wino.Core.Domain.Entities.Shared;
+using Wino.Core.Domain.Models.Contacts;
 
 namespace Wino.Core.Domain.Interfaces;
 
@@ -11,11 +12,13 @@ public interface IContactService
     Task<List<AccountContact>> GetAddressInformationAsync(string queryText);
     Task<AccountContact> GetAddressInformationByAddressAsync(string address);
     Task SaveAddressInformationAsync(MimeMessage message);
+    Task SaveAddressInformationAsync(IEnumerable<AccountContact> contacts);
     Task<AccountContact> CreateNewContactAsync(string address, string displayName);
     
     // New methods for ContactsPage
     Task<List<AccountContact>> GetAllContactsAsync();
     Task<List<AccountContact>> SearchContactsAsync(string searchQuery);
+    Task<PagedContactsResult> GetContactsPageAsync(int offset, int pageSize, string searchQuery = null, bool excludeRootContacts = false);
     Task<AccountContact> UpdateContactAsync(AccountContact contact);
     Task DeleteContactAsync(string address);
     Task DeleteContactsAsync(IEnumerable<string> addresses);

Wino.Core.Domain/Interfaces/IMailItemDisplayInformation.cs

@@ -0,0 +1,27 @@
+using System;
+using System.ComponentModel;
+using Wino.Core.Domain.Entities.Shared;
+
+namespace Wino.Core.Domain.Interfaces;
+
+/// <summary>
+/// Shared display contract for mail list item rendering.
+/// Implemented by both single mail and thread mail view models.
+/// </summary>
+public interface IMailItemDisplayInformation : INotifyPropertyChanged
+{
+    string Subject { get; }
+    string FromName { get; }
+    string FromAddress { get; }
+    string PreviewText { get; }
+    bool IsRead { get; }
+    bool IsDraft { get; }
+    bool HasAttachments { get; }
+    bool IsFlagged { get; }
+    DateTime CreationDate { get; }
+    string Base64ContactPicture { get; }
+    bool ThumbnailUpdatedEvent { get; }
+    bool IsBusy { get; }
+    bool IsThreadExpanded { get; }
+    AccountContact SenderContact { get; }
+}

Wino.Core.Domain/Models/Contacts/PagedContactsResult.cs

@@ -0,0 +1,11 @@
+using System.Collections.Generic;
+using Wino.Core.Domain.Entities.Shared;
+
+namespace Wino.Core.Domain.Models.Contacts;
+
+public record PagedContactsResult(
+    IReadOnlyList<AccountContact> Contacts,
+    int TotalCount,
+    bool HasMore,
+    int Offset,
+    int PageSize);

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

@@ -1,6 +1,12 @@
-using MimeKit;
+using System.Collections.Generic;
+using MimeKit;
 using Wino.Core.Domain.Entities.Mail;
+using Wino.Core.Domain.Entities.Shared;
 
 namespace Wino.Core.Domain.Models.MailItem;
 
-public record NewMailItemPackage(MailCopy Copy, MimeMessage Mime, string AssignedRemoteFolderId);
+public record NewMailItemPackage(
+    MailCopy Copy,
+    MimeMessage Mime,
+    string AssignedRemoteFolderId,
+    IReadOnlyList<AccountContact> ExtractedContacts = null);

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

@@ -137,13 +137,6 @@
     "CalendarShowAs_Busy": "Busy",
     "CalendarShowAs_OutOfOffice": "Out of Office",
     "CalendarShowAs_WorkingElsewhere": "Working Elsewhere",
-    "CalendarEventResponse_Accept": "Accept",
-    "CalendarEventResponse_AcceptedResponse": "Accepted",
-    "CalendarEventResponse_Decline": "Decline",
-    "CalendarEventResponse_DeclinedResponse": "Declined",
-    "CalendarEventResponse_NotResponded": "Not Responded",
-    "CalendarEventResponse_Tentative": "Tentative",
-    "CalendarEventResponse_TentativeResponse": "Tentatively Accepted",
     "CalendarItem_DetailsPopup_JoinOnline": "Join online",
     "CalendarItem_DetailsPopup_ViewEventButton": "View event",
     "CalendarItem_DetailsPopup_ViewSeriesButton": "View series",
@@ -153,6 +146,9 @@
     "ClipboardTextCopied_Message": "{0} copied to clipboard.",
     "ClipboardTextCopied_Title": "Copied",
     "ClipboardTextCopyFailed_Message": "Failed to copy {0} to clipboard.",
+    "ContactInfoBar_ErrorTitle": "Failed to load contact information",
+    "ContactInfoBar_SuccessTitle": "Contact information loaded",
+    "ContactInfoBar_WarningTitle": "Contact information might be incomplete",
     "ComingSoon": "Coming soon...",
     "ComposerAttachmentsDragDropAttach_Message": "Attach",
     "ComposerAttachmentsDropZone_Message": "Drop your files here",
@@ -833,6 +829,7 @@
     "Smime_CertificatePassword_Placeholder": "Certificate password for {0} (optional)",
     "Smime_Confirm_Title": "Confirm",
     "Buttons_OK": "OK",
+    "Buttons_Refresh": "Refresh",
     "SettingsSignatureAndEncryption_Title": "Signature and Encryption",
     "SettingsSignatureAndEncryption_Description": "Manage S/MIME certificates for signing and encrypting emails.",
     "SettingsSignatureAndEncryption_MyCertificatesHeader": "My certificates",
@@ -909,6 +906,22 @@
     "ContactSelection_Clear": "Clear Selection",
     "ContactsPage_EmptyState": "No contacts to display",
     "ContactsPage_AddFirstContact": "Add your first contact",
+    "ContactsPage_ContactsCountSuffix": "contacts",
+    "ContactEditDialog_AddTitle": "Add Contact",
+    "ContactInfoBar_ContactAdded": "Contact added successfully.",
+    "ContactInfoBar_ContactUpdated": "Contact updated successfully.",
+    "ContactInfoBar_ContactsDeleted": "Contacts deleted successfully.",
+    "ContactInfoBar_ContactPhotoUpdated": "Contact photo updated successfully.",
+    "ContactInfoBar_FailedToLoadContacts": "Failed to load contacts: {0}",
+    "ContactInfoBar_FailedToAddContact": "Failed to add contact: {0}",
+    "ContactInfoBar_FailedToUpdateContact": "Failed to update contact: {0}",
+    "ContactInfoBar_FailedToDeleteContacts": "Failed to delete contacts: {0}",
+    "ContactInfoBar_FailedToUpdatePhoto": "Failed to update photo: {0}",
+    "ContactInfoBar_CannotDeleteRoot": "Root contacts cannot be deleted.",
+    "ContactConfirmDialog_DeleteTitle": "Delete Contact",
+    "ContactConfirmDialog_DeleteMessage": "Are you sure you want to delete the contact '{0}'?",
+    "ContactConfirmDialog_DeleteMultipleMessage": "Are you sure you want to delete {0} contact(s)?",
+    "ContactConfirmDialog_DeleteButton": "Delete",
     "CalendarAccountSettings_Title": "Calendar Account Settings",
     "CalendarAccountSettings_Description": "Manage calendar settings for {0}",
     "CalendarAccountSettings_AccountColor": "Account Color",

Wino.Core.ViewModels/PersonalizationPageViewModel.cs

@@ -1,11 +1,14 @@
 using System.Collections.Generic;
 using System.Collections.ObjectModel;
+using System;
+using System.ComponentModel;
 using System.Linq;
 using System.Threading.Tasks;
 using CommunityToolkit.Mvvm.ComponentModel;
 using CommunityToolkit.Mvvm.Input;
 using Wino.Core.Domain;
 using Wino.Core.Domain.Entities.Mail;
+using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Interfaces;
 using Wino.Core.Domain.Models.Navigation;
@@ -28,10 +31,13 @@ public partial class PersonalizationPageViewModel : CoreBaseViewModel
     public MailCopy DemoPreviewMailCopy { get; } = new MailCopy()
     {
         FromName = "Sender Name",
+        FromAddress = "sender@wino.mail",
         Subject = "Mail Subject",
         PreviewText = "Thank you for using Wino Mail. We hope you enjoy the experience.",
     };
 
+    public IMailItemDisplayInformation DemoPreviewMailItemInformation { get; }
+
     #region Personalization
 
     public bool IsSelectedWindowsAccentColor => SelectedAppColor == Colors.LastOrDefault();
@@ -147,6 +153,12 @@ public partial class PersonalizationPageViewModel : CoreBaseViewModel
         StatePersistenceService = statePersistanceService;
         PreferencesService = preferencesService;
 
+        DemoPreviewMailItemInformation = new DemoMailItemDisplayInformation(
+            DemoPreviewMailCopy.FromName,
+            DemoPreviewMailCopy.FromAddress,
+            DemoPreviewMailCopy.Subject,
+            DemoPreviewMailCopy.PreviewText);
+
         CreateCustomThemeCommand = new AsyncRelayCommand(CreateCustomThemeAsync);
     }
 
@@ -312,4 +324,31 @@ public partial class PersonalizationPageViewModel : CoreBaseViewModel
                 _newThemeService.AccentColor = SelectedAppColor.Hex;
         }
     }
+
+    private sealed class DemoMailItemDisplayInformation(
+        string fromName,
+        string fromAddress,
+        string subject,
+        string previewText) : IMailItemDisplayInformation
+    {
+        public string Subject { get; } = subject;
+        public string FromName { get; } = fromName;
+        public string FromAddress { get; } = fromAddress;
+        public string PreviewText { get; } = previewText;
+        public bool IsRead { get; } = false;
+        public bool IsDraft { get; } = false;
+        public bool HasAttachments { get; } = false;
+        public bool IsFlagged { get; } = false;
+        public DateTime CreationDate { get; } = DateTime.Now;
+        public string Base64ContactPicture { get; } = string.Empty;
+        public bool ThumbnailUpdatedEvent { get; } = false;
+        public bool IsBusy { get; } = false;
+        public bool IsThreadExpanded { get; } = false;
+        public AccountContact SenderContact { get; } = null;
+        event PropertyChangedEventHandler INotifyPropertyChanged.PropertyChanged
+        {
+            add { }
+            remove { }
+        }
+    }
 }

Wino.Core/Synchronizers/GmailSynchronizer.cs

@@ -289,6 +289,7 @@ public class GmailSynchronizer : WinoSynchronizer<IClientServiceRequest, Message
             var folders = await _gmailChangeProcessor.GetLocalFoldersAsync(Account.Id).ConfigureAwait(false);
             var syncableFolders = folders
                 .Where(f => f.IsSynchronizationEnabled && f.RemoteFolderId != ServiceConstants.ARCHIVE_LABEL_ID)
+                .OrderByDescending(f => f.SpecialFolderType == SpecialFolderType.Draft || f.RemoteFolderId == ServiceConstants.DRAFT_LABEL_ID)
                 .ToList();
 
             var totalFolders = syncableFolders.Count;
@@ -328,8 +329,9 @@ public class GmailSynchronizer : WinoSynchronizer<IClientServiceRequest, Message
 
                         if (newMessageIds.Count > 0)
                         {
-                            // Download metadata in batches (no raw MIME during initial sync)
-                            await DownloadMessagesInBatchAsync(newMessageIds, downloadRawMime: false, cancellationToken).ConfigureAwait(false);
+                            // Draft folder needs MIME during initial sync so compose can open immediately.
+                            bool shouldDownloadRawMime = folder.SpecialFolderType == SpecialFolderType.Draft || folder.RemoteFolderId == ServiceConstants.DRAFT_LABEL_ID;
+                            await DownloadMessagesInBatchAsync(newMessageIds, downloadRawMime: shouldDownloadRawMime, cancellationToken).ConfigureAwait(false);
 
                             foreach (var id in newMessageIds)
                             {
@@ -1848,6 +1850,88 @@ public class GmailSynchronizer : WinoSynchronizer<IClientServiceRequest, Message
         return ("", emailOnly);
     }
 
+    private static IReadOnlyList<AccountContact> ExtractContactsFromGmailMessage(Message message, MimeMessage mimeMessage)
+    {
+        var contacts = new Dictionary<string, AccountContact>(StringComparer.OrdinalIgnoreCase);
+
+        AddFromHeaders(message?.Payload?.Headers);
+
+        if (mimeMessage != null)
+        {
+            AddFromInternetAddressList(mimeMessage.From);
+            AddFromInternetAddressList(mimeMessage.To);
+            AddFromInternetAddressList(mimeMessage.Cc);
+            AddFromInternetAddressList(mimeMessage.Bcc);
+            AddFromInternetAddressList(mimeMessage.ReplyTo);
+
+            if (mimeMessage.Sender is MailboxAddress senderMailbox)
+            {
+                AddContact(senderMailbox.Address, senderMailbox.Name);
+            }
+        }
+
+        return contacts.Values.ToList();
+
+        void AddFromHeaders(IList<MessagePartHeader> headers)
+        {
+            if (headers == null || headers.Count == 0) return;
+
+            AddFromHeader("From");
+            AddFromHeader("Sender");
+            AddFromHeader("To");
+            AddFromHeader("Cc");
+            AddFromHeader("Bcc");
+            AddFromHeader("Reply-To");
+
+            void AddFromHeader(string headerName)
+            {
+                var headerValue = headers
+                    .FirstOrDefault(h => h.Name.Equals(headerName, StringComparison.OrdinalIgnoreCase))
+                    ?.Value;
+
+                if (string.IsNullOrWhiteSpace(headerValue)) return;
+
+                try
+                {
+                    var addresses = InternetAddressList.Parse(headerValue);
+                    foreach (var mailbox in addresses.Mailboxes)
+                    {
+                        AddContact(mailbox.Address, mailbox.Name);
+                    }
+                }
+                catch
+                {
+                    var (name, email) = ExtractNameAndEmailFromHeader(headerValue);
+                    AddContact(email, name);
+                }
+            }
+        }
+
+        void AddFromInternetAddressList(InternetAddressList addresses)
+        {
+            if (addresses == null) return;
+
+            foreach (var mailbox in addresses.Mailboxes)
+            {
+                AddContact(mailbox.Address, mailbox.Name);
+            }
+        }
+
+        void AddContact(string address, string name)
+        {
+            var trimmedAddress = address?.Trim();
+            if (string.IsNullOrWhiteSpace(trimmedAddress)) return;
+
+            var displayName = string.IsNullOrWhiteSpace(name) ? trimmedAddress : name.Trim();
+
+            contacts[trimmedAddress] = new AccountContact
+            {
+                Address = trimmedAddress,
+                Name = displayName
+            };
+        }
+    }
+
     /// <summary>
     /// Creates new mail packages for the given message.
     /// AssignedFolder is null since the LabelId is parsed out of the Message.
@@ -1887,6 +1971,8 @@ public class GmailSynchronizer : WinoSynchronizer<IClientServiceRequest, Message
             EnrichMailCopyFromMime(baseMailCopy, mimeMessage);
         }
 
+        var extractedContacts = ExtractContactsFromGmailMessage(message, mimeMessage);
+
         // Check for local draft mapping using X-Wino-Draft-Id header.
         // For Metadata format we read from Payload.Headers.
         // For Raw format (Payload is null), we read from parsed MIME headers.
@@ -1962,7 +2048,7 @@ public class GmailSynchronizer : WinoSynchronizer<IClientServiceRequest, Message
                 mailCopyForLabel.Id = sharedId;
                 mailCopyForLabel.FileId = sharedFileId;
 
-                packageList.Add(new NewMailItemPackage(mailCopyForLabel, mimeMessage, labelId));
+                packageList.Add(new NewMailItemPackage(mailCopyForLabel, mimeMessage, labelId, extractedContacts));
             }
         }
 

Wino.Core/Synchronizers/ImapSynchronizer.cs

@@ -9,6 +9,7 @@ using CommunityToolkit.Mvvm.Messaging;
 using MailKit;
 using MailKit.Net.Imap;
 using MailKit.Search;
+using MimeKit;
 using MoreLinq;
 using Serilog;
 using Wino.Core.Domain.Entities.Mail;
@@ -334,7 +335,8 @@ public class ImapSynchronizer : WinoSynchronizer<ImapRequest, ImapMessageCreatio
             // Local copy doesn't exists. Continue execution to insert mail copy.
         }
 
-        var package = new NewMailItemPackage(mailCopy, message.MimeMessage, assignedFolder.RemoteFolderId);
+        var contacts = ExtractContactsFromMimeMessage(message.MimeMessage);
+        var package = new NewMailItemPackage(mailCopy, message.MimeMessage, assignedFolder.RemoteFolderId, contacts);
 
         return
         [
@@ -342,6 +344,50 @@ public class ImapSynchronizer : WinoSynchronizer<ImapRequest, ImapMessageCreatio
         ];
     }
 
+    private static IReadOnlyList<AccountContact> ExtractContactsFromMimeMessage(MimeMessage mimeMessage)
+    {
+        if (mimeMessage == null) return [];
+
+        var contacts = new Dictionary<string, AccountContact>(StringComparer.OrdinalIgnoreCase);
+
+        AddFromInternetAddressList(mimeMessage.From);
+        AddFromInternetAddressList(mimeMessage.To);
+        AddFromInternetAddressList(mimeMessage.Cc);
+        AddFromInternetAddressList(mimeMessage.Bcc);
+        AddFromInternetAddressList(mimeMessage.ReplyTo);
+
+        if (mimeMessage.Sender is MailboxAddress senderMailbox)
+        {
+            AddContact(senderMailbox.Address, senderMailbox.Name);
+        }
+
+        return contacts.Values.ToList();
+
+        void AddFromInternetAddressList(InternetAddressList addresses)
+        {
+            if (addresses == null) return;
+
+            foreach (var mailbox in addresses.Mailboxes)
+            {
+                AddContact(mailbox.Address, mailbox.Name);
+            }
+        }
+
+        void AddContact(string address, string name)
+        {
+            var trimmedAddress = address?.Trim();
+            if (string.IsNullOrWhiteSpace(trimmedAddress)) return;
+
+            var displayName = string.IsNullOrWhiteSpace(name) ? trimmedAddress : name.Trim();
+
+            contacts[trimmedAddress] = new AccountContact
+            {
+                Address = trimmedAddress,
+                Name = displayName
+            };
+        }
+    }
+
     protected override async Task<MailSynchronizationResult> SynchronizeMailsInternalAsync(MailSynchronizationOptions options, CancellationToken cancellationToken = default)
     {
         var downloadedMessageIds = new List<string>();

Wino.Core/Synchronizers/OutlookSynchronizer.cs

@@ -90,6 +90,11 @@ public class OutlookSynchronizer : WinoSynchronizer<RequestInformation, Message,
         "Id",
         "ConversationId",
         "From",
+        "Sender",
+        "ToRecipients",
+        "CcRecipients",
+        "BccRecipients",
+        "ReplyTo",
         "Subject",
         "ParentFolderId",
         "InternetMessageId",
@@ -375,28 +380,50 @@ public class OutlookSynchronizer : WinoSynchronizer<RequestInformation, Message,
 
                         if (!mailExists)
                         {
-                            // Create MailCopy from metadata
-                            var mailCopy = await CreateMailCopyFromMessageAsync(message, folder).ConfigureAwait(false);
-
-                            if (mailCopy != null)
+                            // For drafts, download MIME during initial sync like delta sync.
+                            if (folder.SpecialFolderType == SpecialFolderType.Draft)
                             {
-                                // Create package without MIME
-                                var package = new NewMailItemPackage(mailCopy, null, folder.RemoteFolderId);
-                                bool isInserted = await _outlookChangeProcessor.CreateMailAsync(Account.Id, package).ConfigureAwait(false);
+                                var draftPackages = await CreateNewMailPackagesAsync(message, folder, cancellationToken).ConfigureAwait(false);
 
-                                if (isInserted)
+                                if (draftPackages != null)
                                 {
-                                    downloadedMessageIds.Add(mailCopy.Id);
-                                    totalProcessed++;
-
-                                    // Update progress periodically
-                                    if (totalProcessed % 50 == 0)
+                                    foreach (var package in draftPackages)
                                     {
-                                        var statusMessage = string.Format(Translator.Sync_DownloadedMessages, totalProcessed, folder.FolderName);
-                                        UpdateSyncProgress(0, 0, statusMessage);
+                                        bool isInserted = await _outlookChangeProcessor.CreateMailAsync(Account.Id, package).ConfigureAwait(false);
+                                        if (isInserted)
+                                        {
+                                            downloadedMessageIds.Add(package.Copy.Id);
+                                            totalProcessed++;
+                                        }
                                     }
                                 }
                             }
+                            else
+                            {
+                                // Create MailCopy from metadata
+                                var mailCopy = await CreateMailCopyFromMessageAsync(message, folder).ConfigureAwait(false);
+
+                                if (mailCopy != null)
+                                {
+                                    // Create package without MIME
+                                    var contacts = ExtractContactsFromOutlookMessage(message);
+                                    var package = new NewMailItemPackage(mailCopy, null, folder.RemoteFolderId, contacts);
+                                    bool isInserted = await _outlookChangeProcessor.CreateMailAsync(Account.Id, package).ConfigureAwait(false);
+
+                                    if (isInserted)
+                                    {
+                                        downloadedMessageIds.Add(mailCopy.Id);
+                                        totalProcessed++;
+                                    }
+                                }
+                            }
+
+                            // Update progress periodically
+                            if (totalProcessed > 0 && totalProcessed % 50 == 0)
+                            {
+                                var statusMessage = string.Format(Translator.Sync_DownloadedMessages, totalProcessed, folder.FolderName);
+                                UpdateSyncProgress(0, 0, statusMessage);
+                            }
                         }
                         else
                         {
@@ -551,7 +578,8 @@ public class OutlookSynchronizer : WinoSynchronizer<RequestInformation, Message,
                             if (mailCopy != null)
                             {
                                 // Create package without MIME
-                                var package = new NewMailItemPackage(mailCopy, null, folder.RemoteFolderId);
+                                var contacts = ExtractContactsFromOutlookMessage(message);
+                                var package = new NewMailItemPackage(mailCopy, null, folder.RemoteFolderId, contacts);
                                 bool isInserted = await _outlookChangeProcessor.CreateMailAsync(Account.Id, package).ConfigureAwait(false);
 
                                 if (isInserted)
@@ -686,6 +714,64 @@ public class OutlookSynchronizer : WinoSynchronizer<RequestInformation, Message,
         return mailCopy;
     }
 
+    private static IReadOnlyList<AccountContact> ExtractContactsFromOutlookMessage(Message message)
+    {
+        if (message == null) return [];
+
+        var contacts = new Dictionary<string, AccountContact>(StringComparer.OrdinalIgnoreCase);
+
+        AddRecipient(message.From?.EmailAddress);
+        AddRecipient(message.Sender?.EmailAddress);
+
+        if (message.ToRecipients != null)
+        {
+            foreach (var recipient in message.ToRecipients)
+            {
+                AddRecipient(recipient?.EmailAddress);
+            }
+        }
+
+        if (message.CcRecipients != null)
+        {
+            foreach (var recipient in message.CcRecipients)
+            {
+                AddRecipient(recipient?.EmailAddress);
+            }
+        }
+
+        if (message.BccRecipients != null)
+        {
+            foreach (var recipient in message.BccRecipients)
+            {
+                AddRecipient(recipient?.EmailAddress);
+            }
+        }
+
+        if (message.ReplyTo != null)
+        {
+            foreach (var recipient in message.ReplyTo)
+            {
+                AddRecipient(recipient?.EmailAddress);
+            }
+        }
+
+        return contacts.Values.ToList();
+
+        void AddRecipient(EmailAddress emailAddress)
+        {
+            var address = emailAddress?.Address?.Trim();
+            if (string.IsNullOrWhiteSpace(address)) return;
+
+            var displayName = string.IsNullOrWhiteSpace(emailAddress.Name) ? address : emailAddress.Name.Trim();
+
+            contacts[address] = new AccountContact
+            {
+                Address = address,
+                Name = displayName
+            };
+        }
+    }
+
     private string GetDeltaTokenFromDeltaLink(string deltaLink)
         => Regex.Split(deltaLink, "deltatoken=")[1];
 
@@ -1790,7 +1876,8 @@ public class OutlookSynchronizer : WinoSynchronizer<RequestInformation, Message,
 
         // Outlook messages can only be assigned to 1 folder at a time.
         // Therefore we don't need to create multiple copies of the same message for different folders.
-        var package = new NewMailItemPackage(mailCopy, mimeMessage, assignedFolder.RemoteFolderId);
+        var contacts = ExtractContactsFromOutlookMessage(message);
+        var package = new NewMailItemPackage(mailCopy, mimeMessage, assignedFolder.RemoteFolderId, contacts);
 
         return [package];
     }

Wino.Mail.ViewModels/ContactsPageViewModel.cs

@@ -1,10 +1,13 @@
 using System;
 using System.Collections.Generic;
 using System.Collections.ObjectModel;
+using System.Collections.Specialized;
 using System.Linq;
+using System.Threading;
 using System.Threading.Tasks;
 using CommunityToolkit.Mvvm.ComponentModel;
 using CommunityToolkit.Mvvm.Input;
+using Wino.Core.Domain;
 using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Enums;
 using Wino.Core.Domain.Interfaces;
@@ -14,23 +17,45 @@ namespace Wino.Mail.ViewModels;
 
 public partial class ContactsPageViewModel : MailBaseViewModel
 {
+    private const int ContactPageSize = 50;
+
     private readonly IContactService _contactService;
     private readonly IMailDialogService _dialogService;
 
-    private List<AccountContact> _allContacts = new();
+    private CancellationTokenSource _searchDebounceCancellationTokenSource;
+    private int _currentOffset = 0;
+    private int _currentQueryVersion = 0;
 
     [ObservableProperty]
     public partial string SearchQuery { get; set; } = string.Empty;
 
     [ObservableProperty]
+    [NotifyCanExecuteChangedFor(nameof(LoadMoreContactsCommand))]
+    [NotifyPropertyChangedFor(nameof(IsEmpty))]
     public partial bool IsLoading { get; set; } = false;
 
+    [ObservableProperty]
+    [NotifyCanExecuteChangedFor(nameof(LoadMoreContactsCommand))]
+    public partial bool IsLoadingMore { get; set; } = false;
+
+    [ObservableProperty]
+    [NotifyCanExecuteChangedFor(nameof(LoadMoreContactsCommand))]
+    public partial bool HasMoreContacts { get; set; } = false;
+
     [ObservableProperty]
     public partial bool IsSelectionMode { get; set; } = false;
 
     [ObservableProperty]
+    [NotifyCanExecuteChangedFor(nameof(DeleteSelectedContactsCommand))]
     public partial int SelectedContactsCount { get; set; } = 0;
 
+    [ObservableProperty]
+    public partial int TotalContactsCount { get; set; } = 0;
+
+    public bool IsEmpty => !IsLoading && Contacts.Count == 0;
+    public bool CanLoadMoreContacts => HasMoreContacts && !IsLoading && !IsLoadingMore;
+    public bool CanDeleteSelectedContacts => SelectedContactsCount > 0;
+
     public ObservableCollection<AccountContact> Contacts { get; } = new();
     public ObservableCollection<AccountContact> SelectedContacts { get; } = new();
 
@@ -39,7 +64,7 @@ public partial class ContactsPageViewModel : MailBaseViewModel
         _contactService = contactService;
         _dialogService = dialogService;
 
-
+        Contacts.CollectionChanged += ContactsCollectionChanged;
     }
 
     public override async void OnNavigatedTo(NavigationMode mode, object parameters)
@@ -49,7 +74,7 @@ public partial class ContactsPageViewModel : MailBaseViewModel
         SelectedContacts.CollectionChanged -= SelectedContactsChanged;
         SelectedContacts.CollectionChanged += SelectedContactsChanged;
 
-        await LoadContactsAsync();
+        await ReloadContactsAsync();
     }
 
     public override void OnNavigatedFrom(NavigationMode mode, object parameters)
@@ -57,58 +82,105 @@ public partial class ContactsPageViewModel : MailBaseViewModel
         base.OnNavigatedFrom(mode, parameters);
 
         SelectedContacts.CollectionChanged -= SelectedContactsChanged;
+
+        _searchDebounceCancellationTokenSource?.Cancel();
+        _searchDebounceCancellationTokenSource?.Dispose();
+        _searchDebounceCancellationTokenSource = null;
     }
 
-    private void SelectedContactsChanged(object sender, System.Collections.Specialized.NotifyCollectionChangedEventArgs e)
-        => SelectedContactsCount = SelectedContacts.Count;
+    private async void SelectedContactsChanged(object sender, NotifyCollectionChangedEventArgs e)
+        => await ExecuteUIThread(() => { SelectedContactsCount = SelectedContacts.Count; });
+
+    private async void ContactsCollectionChanged(object sender, NotifyCollectionChangedEventArgs e)
+        => await ExecuteUIThread(() => { OnPropertyChanged(nameof(IsEmpty)); });
 
     [RelayCommand]
-    private async Task LoadContactsAsync()
+    private async Task ReloadContactsAsync()
     {
-        IsLoading = true;
-
-        try
-        {
-            _allContacts = await _contactService.GetAllContactsAsync();
-            await FilterContactsAsync();
-        }
-        catch (Exception ex)
-        {
-            _dialogService.InfoBarMessage("Error", $"Failed to load contacts: {ex.Message}", InfoBarMessageType.Error);
-        }
-        finally
-        {
-            IsLoading = false;
-        }
-    }
-
-    [RelayCommand]
-    private async Task SearchContactsAsync()
-    {
-        await FilterContactsAsync();
-    }
-
-    private async Task FilterContactsAsync()
-    {
-        List<AccountContact> filteredContacts;
-
-        if (string.IsNullOrWhiteSpace(SearchQuery))
-        {
-            filteredContacts = _allContacts;
-        }
-        else
-        {
-            filteredContacts = await _contactService.SearchContactsAsync(SearchQuery);
-        }
+        var queryVersion = ++_currentQueryVersion;
+        _currentOffset = 0;
 
         await ExecuteUIThread(() =>
         {
+            HasMoreContacts = false;
             Contacts.Clear();
-            foreach (var contact in filteredContacts.OrderBy(c => c.Name ?? c.Address))
-            {
-                Contacts.Add(contact);
-            }
+            SelectedContacts.Clear();
         });
+
+        await LoadContactsPageAsync(queryVersion, reset: true);
+    }
+
+    [RelayCommand(CanExecute = nameof(CanLoadMoreContacts))]
+    private async Task LoadMoreContactsAsync()
+    {
+        await LoadContactsPageAsync(_currentQueryVersion, reset: false);
+    }
+
+    private async Task LoadContactsPageAsync(int queryVersion, bool reset)
+    {
+        if (IsLoading || IsLoadingMore)
+            return;
+
+        await ExecuteUIThread(() =>
+        {
+            if (reset)
+                IsLoading = true;
+            else
+                IsLoadingMore = true;
+        });
+
+        try
+        {
+            var searchQuery = string.IsNullOrWhiteSpace(SearchQuery) ? null : SearchQuery.Trim();
+            var page = await _contactService.GetContactsPageAsync(
+                _currentOffset,
+                ContactPageSize,
+                searchQuery,
+                excludeRootContacts: true).ConfigureAwait(false);
+
+            if (queryVersion != _currentQueryVersion)
+                return;
+
+            await ExecuteUIThread(() =>
+            {
+                if (reset)
+                {
+                    Contacts.Clear();
+                }
+
+                foreach (var contact in page.Contacts)
+                {
+                    Contacts.Add(contact);
+                }
+
+                TotalContactsCount = page.TotalCount;
+                HasMoreContacts = page.HasMore;
+                _currentOffset = Contacts.Count;
+            });
+        }
+        catch (Exception ex)
+        {
+            if (queryVersion != _currentQueryVersion)
+                return;
+
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_ErrorTitle,
+                string.Format(Translator.ContactInfoBar_FailedToLoadContacts, ex.Message),
+                InfoBarMessageType.Error);
+        }
+        finally
+        {
+            if (queryVersion == _currentQueryVersion)
+            {
+                await ExecuteUIThread(() =>
+                {
+                    if (reset)
+                        IsLoading = false;
+                    else
+                        IsLoadingMore = false;
+                });
+            }
+        }
     }
 
     [RelayCommand]
@@ -116,27 +188,31 @@ public partial class ContactsPageViewModel : MailBaseViewModel
     {
         var result = await _dialogService.ShowEditContactDialogAsync(null);
 
-        if (result != null)
+        if (result == null) return;
+
+        try
         {
-            try
+            var newContact = await _contactService.CreateNewContactAsync(result.Address, result.Name);
+
+            if (!string.IsNullOrEmpty(result.Base64ContactPicture))
             {
-                var newContact = await _contactService.CreateNewContactAsync(result.Address, result.Name);
-
-                if (!string.IsNullOrEmpty(result.Base64ContactPicture))
-                {
-                    newContact.Base64ContactPicture = result.Base64ContactPicture;
-                    await _contactService.UpdateContactAsync(newContact);
-                }
-
-                _allContacts.Add(newContact);
-                await FilterContactsAsync();
-
-                _dialogService.InfoBarMessage("Success", "Contact added successfully", InfoBarMessageType.Success);
-            }
-            catch (Exception ex)
-            {
-                _dialogService.InfoBarMessage("Error", $"Failed to add contact: {ex.Message}", InfoBarMessageType.Error);
+                newContact.Base64ContactPicture = result.Base64ContactPicture;
+                await _contactService.UpdateContactAsync(newContact);
             }
+
+            await ReloadContactsAsync();
+
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_SuccessTitle,
+                Translator.ContactInfoBar_ContactAdded,
+                InfoBarMessageType.Success);
+        }
+        catch (Exception ex)
+        {
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_ErrorTitle,
+                string.Format(Translator.ContactInfoBar_FailedToAddContact, ex.Message),
+                InfoBarMessageType.Error);
         }
     }
 
@@ -147,32 +223,28 @@ public partial class ContactsPageViewModel : MailBaseViewModel
 
         var result = await _dialogService.ShowEditContactDialogAsync(contact);
 
-        if (result != null)
+        if (result == null) return;
+
+        try
         {
-            try
-            {
-                // Update the contact properties
-                contact.Name = result.Name;
-                contact.Base64ContactPicture = result.Base64ContactPicture;
-                contact.IsOverridden = result.IsOverridden;
+            contact.Name = result.Name;
+            contact.Base64ContactPicture = result.Base64ContactPicture;
+            contact.IsOverridden = result.IsOverridden;
 
-                await _contactService.UpdateContactAsync(contact);
+            await _contactService.UpdateContactAsync(contact);
+            await ReloadContactsAsync();
 
-                // Update the UI
-                var index = _allContacts.FindIndex(c => c.Address == contact.Address);
-                if (index >= 0)
-                {
-                    _allContacts[index] = contact;
-                }
-
-                await FilterContactsAsync();
-
-                _dialogService.InfoBarMessage("Success", "Contact updated successfully", InfoBarMessageType.Success);
-            }
-            catch (Exception ex)
-            {
-                _dialogService.InfoBarMessage("Error", $"Failed to update contact: {ex.Message}", InfoBarMessageType.Error);
-            }
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_SuccessTitle,
+                Translator.ContactInfoBar_ContactUpdated,
+                InfoBarMessageType.Success);
+        }
+        catch (Exception ex)
+        {
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_ErrorTitle,
+                string.Format(Translator.ContactInfoBar_FailedToUpdateContact, ex.Message),
+                InfoBarMessageType.Error);
         }
     }
 
@@ -181,40 +253,50 @@ public partial class ContactsPageViewModel : MailBaseViewModel
     {
         if (contact == null || contact.IsRootContact)
         {
-            _dialogService.InfoBarMessage("Cannot Delete", "Root contacts cannot be deleted", InfoBarMessageType.Warning);
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_WarningTitle,
+                Translator.ContactInfoBar_CannotDeleteRoot,
+                InfoBarMessageType.Warning);
             return;
         }
 
-        var result = await _dialogService.ShowConfirmationDialogAsync(
-            $"Are you sure you want to delete the contact '{contact.Name ?? contact.Address}'?",
-            "Delete Contact",
-            "Delete");
+        var confirmed = await _dialogService.ShowConfirmationDialogAsync(
+            string.Format(Translator.ContactConfirmDialog_DeleteMessage, contact.Name ?? contact.Address),
+            Translator.ContactConfirmDialog_DeleteTitle,
+            Translator.ContactConfirmDialog_DeleteButton);
 
-        if (result)
+        if (confirmed)
         {
             await DeleteContactsInternalAsync(new[] { contact });
         }
     }
 
-    [RelayCommand]
+    [RelayCommand(CanExecute = nameof(CanDeleteSelectedContacts))]
     private async Task DeleteSelectedContactsAsync()
     {
         if (SelectedContacts.Count == 0) return;
 
-        var deletableContacts = SelectedContacts.Where(c => !c.IsRootContact).ToList();
+        var deletableContacts = SelectedContacts
+            .Where(c => c != null && !c.IsRootContact)
+            .GroupBy(c => c.Address, StringComparer.OrdinalIgnoreCase)
+            .Select(g => g.First())
+            .ToList();
 
         if (deletableContacts.Count == 0)
         {
-            _dialogService.InfoBarMessage("Cannot Delete", "Root contacts cannot be deleted", InfoBarMessageType.Warning);
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_WarningTitle,
+                Translator.ContactInfoBar_CannotDeleteRoot,
+                InfoBarMessageType.Warning);
             return;
         }
 
-        var result = await _dialogService.ShowConfirmationDialogAsync(
-            $"Are you sure you want to delete {deletableContacts.Count} contact(s)?",
-            "Delete Contacts",
-            "Delete");
+        var confirmed = await _dialogService.ShowConfirmationDialogAsync(
+            string.Format(Translator.ContactConfirmDialog_DeleteMultipleMessage, deletableContacts.Count),
+            Translator.ContactConfirmDialog_DeleteTitle,
+            Translator.ContactConfirmDialog_DeleteButton);
 
-        if (result)
+        if (confirmed)
         {
             await DeleteContactsInternalAsync(deletableContacts);
         }
@@ -224,51 +306,63 @@ public partial class ContactsPageViewModel : MailBaseViewModel
     {
         try
         {
-            var addresses = contactsToDelete.Select(c => c.Address);
+            var addresses = contactsToDelete
+                .Select(c => c.Address)
+                .Where(a => !string.IsNullOrWhiteSpace(a))
+                .Distinct(StringComparer.OrdinalIgnoreCase)
+                .ToList();
+
+            if (addresses.Count == 0) return;
+
             await _contactService.DeleteContactsAsync(addresses);
+            await ReloadContactsAsync();
 
-            // Update local collections
-            foreach (var contact in contactsToDelete.ToList())
-            {
-                _allContacts.Remove(contact);
-                SelectedContacts.Remove(contact);
-            }
-
-            await FilterContactsAsync();
-
-            _dialogService.InfoBarMessage("Success", "Contacts deleted successfully", InfoBarMessageType.Success);
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_SuccessTitle,
+                Translator.ContactInfoBar_ContactsDeleted,
+                InfoBarMessageType.Success);
         }
         catch (Exception ex)
         {
-            _dialogService.InfoBarMessage("Error", $"Failed to delete contacts: {ex.Message}", InfoBarMessageType.Error);
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_ErrorTitle,
+                string.Format(Translator.ContactInfoBar_FailedToDeleteContacts, ex.Message),
+                InfoBarMessageType.Error);
         }
     }
 
     [RelayCommand]
-    private void ToggleSelection()
+    private async Task ToggleSelection()
     {
-        IsSelectionMode = !IsSelectionMode;
+        await ExecuteUIThread(() =>
+        {
+            IsSelectionMode = !IsSelectionMode;
 
-        if (!IsSelectionMode)
+            if (!IsSelectionMode)
+            {
+                SelectedContacts.Clear();
+            }
+        });
+    }
+
+    [RelayCommand]
+    private async Task SelectAllContacts()
+    {
+        await ExecuteUIThread(() =>
         {
             SelectedContacts.Clear();
-        }
+
+            foreach (var contact in Contacts)
+            {
+                SelectedContacts.Add(contact);
+            }
+        });
     }
 
     [RelayCommand]
-    private void SelectAllContacts()
+    private async Task ClearSelection()
     {
-        SelectedContacts.Clear();
-        foreach (var contact in Contacts)
-        {
-            SelectedContacts.Add(contact);
-        }
-    }
-
-    [RelayCommand]
-    private void ClearSelection()
-    {
-        SelectedContacts.Clear();
+        await ExecuteUIThread(() => { SelectedContacts.Clear(); });
     }
 
     [RelayCommand]
@@ -287,20 +381,77 @@ public partial class ContactsPageViewModel : MailBaseViewModel
 
                 contact.Base64ContactPicture = base64Image;
                 await _contactService.UpdateContactAsync(contact);
+                await RefreshContactInUiAsync(contact);
 
-                await FilterContactsAsync();
-                _dialogService.InfoBarMessage("Success", "Contact photo updated successfully", InfoBarMessageType.Success);
+                _dialogService.InfoBarMessage(
+                    Translator.ContactInfoBar_SuccessTitle,
+                    Translator.ContactInfoBar_ContactPhotoUpdated,
+                    InfoBarMessageType.Success);
             }
         }
         catch (Exception ex)
         {
-            _dialogService.InfoBarMessage("Error", $"Failed to update photo: {ex.Message}", InfoBarMessageType.Error);
+            _dialogService.InfoBarMessage(
+                Translator.ContactInfoBar_ErrorTitle,
+                string.Format(Translator.ContactInfoBar_FailedToUpdatePhoto, ex.Message),
+                InfoBarMessageType.Error);
         }
     }
 
+    private async Task RefreshContactInUiAsync(AccountContact contact)
+    {
+        if (contact == null || string.IsNullOrWhiteSpace(contact.Address))
+            return;
+
+        await ExecuteUIThread(() =>
+        {
+            ReplaceContactByAddress(Contacts, contact);
+            ReplaceContactByAddress(SelectedContacts, contact);
+        });
+    }
+
+    private static void ReplaceContactByAddress(ObservableCollection<AccountContact> source, AccountContact updatedContact)
+    {
+        var index = source
+            .Select((item, i) => new { item, i })
+            .FirstOrDefault(x => string.Equals(x.item.Address, updatedContact.Address, StringComparison.OrdinalIgnoreCase))
+            ?.i ?? -1;
+
+        if (index < 0) return;
+
+        source[index] = CloneContact(updatedContact);
+    }
+
+    private static AccountContact CloneContact(AccountContact contact)
+        => new()
+        {
+            Address = contact.Address,
+            Name = contact.Name,
+            Base64ContactPicture = contact.Base64ContactPicture,
+            IsRootContact = contact.IsRootContact,
+            IsOverridden = contact.IsOverridden
+        };
+
     partial void OnSearchQueryChanged(string value)
     {
-        // Debounce search - implement if needed
-        SearchContactsCommand.ExecuteAsync(null);
+        DebounceSearchAndReload();
+    }
+
+    private async void DebounceSearchAndReload()
+    {
+        _searchDebounceCancellationTokenSource?.Cancel();
+        _searchDebounceCancellationTokenSource?.Dispose();
+
+        _searchDebounceCancellationTokenSource = new CancellationTokenSource();
+
+        try
+        {
+            await Task.Delay(250, _searchDebounceCancellationTokenSource.Token);
+            await ReloadContactsAsync();
+        }
+        catch (OperationCanceledException)
+        {
+            // Ignore stale search input.
+        }
     }
 }

Wino.Mail.ViewModels/Data/MailItemViewModel.cs

@@ -2,14 +2,16 @@
 using System.Collections.Generic;
 using CommunityToolkit.Mvvm.ComponentModel;
 using Wino.Core.Domain.Entities.Mail;
+using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Interfaces;
 
 namespace Wino.Mail.ViewModels.Data;
 
 /// <summary>
 /// Single view model for IMailItem representation.
 /// </summary>
-public partial class MailItemViewModel(MailCopy mailCopy) : ObservableRecipient, IMailListItem
+public partial class MailItemViewModel(MailCopy mailCopy) : ObservableRecipient, IMailListItem, IMailItemDisplayInformation
 {
     [ObservableProperty]
     [NotifyPropertyChangedFor(nameof(CreationDate))]
@@ -33,6 +35,7 @@ public partial class MailItemViewModel(MailCopy mailCopy) : ObservableRecipient,
     [NotifyPropertyChangedFor(nameof(FolderId))]
     [NotifyPropertyChangedFor(nameof(UniqueId))]
     [NotifyPropertyChangedFor(nameof(Base64ContactPicture))]
+    [NotifyPropertyChangedFor(nameof(SenderContact))]
     public partial MailCopy MailCopy { get; set; } = mailCopy;
 
     [ObservableProperty]
@@ -58,6 +61,10 @@ public partial class MailItemViewModel(MailCopy mailCopy) : ObservableRecipient,
     [ObservableProperty]
     public partial bool IsBusy { get; set; }
 
+    public bool IsThreadExpanded => false;
+
+    public AccountContact SenderContact => MailCopy.SenderContact;
+
     public DateTime CreationDate
     {
         get => MailCopy.CreationDate;
@@ -260,6 +267,7 @@ public partial class MailItemViewModel(MailCopy mailCopy) : ObservableRecipient,
         OnPropertyChanged(nameof(FolderId));
         OnPropertyChanged(nameof(UniqueId));
         OnPropertyChanged(nameof(Base64ContactPicture));
+        OnPropertyChanged(nameof(SenderContact));
         OnPropertyChanged(nameof(SortingDate));
         OnPropertyChanged(nameof(SortingName));
     }

Wino.Mail.ViewModels/Data/ThreadMailItemViewModel.cs

@@ -4,14 +4,16 @@ using System.Collections.ObjectModel;
 using System.Linq;
 using CommunityToolkit.Mvvm.ComponentModel;
 using Wino.Core.Domain;
+using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Enums;
+using Wino.Core.Domain.Interfaces;
 
 namespace Wino.Mail.ViewModels.Data;
 
 /// <summary>
 /// Thread mail item (multiple IMailItem) view model representation.
 /// </summary>
-public partial class ThreadMailItemViewModel : ObservableRecipient, IMailListItem
+public partial class ThreadMailItemViewModel : ObservableRecipient, IMailListItem, IMailItemDisplayInformation
 {
     private readonly string _threadId;
     private readonly HashSet<Guid> _uniqueIdSet = [];
@@ -150,6 +152,8 @@ public partial class ThreadMailItemViewModel : ObservableRecipient, IMailListIte
 
     public bool ThumbnailUpdatedEvent => latestMailViewModel?.ThumbnailUpdatedEvent ?? false;
 
+    public AccountContact SenderContact => latestMailViewModel?.MailCopy?.SenderContact;
+
     /// <summary>
     /// Gets all emails in this thread (observable)
     /// </summary>
@@ -177,6 +181,7 @@ public partial class ThreadMailItemViewModel : ObservableRecipient, IMailListIte
     [NotifyPropertyChangedFor(nameof(FolderId))]
     [NotifyPropertyChangedFor(nameof(UniqueId))]
     [NotifyPropertyChangedFor(nameof(Base64ContactPicture))]
+    [NotifyPropertyChangedFor(nameof(SenderContact))]
     public partial ObservableCollection<MailItemViewModel> ThreadEmails { get; set; } = [];
 
     private MailItemViewModel latestMailViewModel => _cachedLatestMailViewModel;
@@ -260,6 +265,7 @@ public partial class ThreadMailItemViewModel : ObservableRecipient, IMailListIte
         OnPropertyChanged(nameof(FolderId));
         OnPropertyChanged(nameof(UniqueId));
         OnPropertyChanged(nameof(Base64ContactPicture));
+        OnPropertyChanged(nameof(SenderContact));
         OnPropertyChanged(nameof(ThumbnailUpdatedEvent));
         OnPropertyChanged(nameof(SortingDate));
         OnPropertyChanged(nameof(SortingName));

Wino.Mail.WinUI/Controls/ImagePreviewControl.cs

@@ -1,241 +1,402 @@
 using System;
-using System.Diagnostics;
 using System.IO;
-using System.Text.RegularExpressions;
+using System.Net.Mail;
 using System.Threading;
 using System.Threading.Tasks;
-using Fernandezja.ColorHashSharp;
+using CommunityToolkit.WinUI;
+using EmailValidation;
+using Microsoft.Extensions.DependencyInjection;
 using Microsoft.UI.Xaml;
 using Microsoft.UI.Xaml.Controls;
-using Microsoft.UI.Xaml.Media;
 using Microsoft.UI.Xaml.Media.Imaging;
-using Microsoft.UI.Xaml.Shapes;
-using Windows.UI;
+using Wino.Core.Domain.Interfaces;
 using Wino.Mail.WinUI;
 
 namespace Wino.Controls;
 
-public partial class ImagePreviewControl : Control
+/// <summary>
+/// Contact avatar control built on top of PersonPicture.
+/// Priority:
+/// 1) AccountContact/Base64 picture
+/// 2) Gravatar thumbnail (if enabled)
+/// 3) Initials from display name fallback
+/// </summary>
+public sealed partial class ImagePreviewControl : PersonPicture
 {
-    private const string PART_EllipseInitialsGrid = "EllipseInitialsGrid";
-    private const string PART_InitialsTextBlock = "InitialsTextBlock";
-    private const string PART_KnownHostImage = "KnownHostImage";
-    private const string PART_Ellipse = "Ellipse";
-    private const string PART_FaviconSquircle = "FaviconSquircle";
-    private const string PART_FaviconImage = "FaviconImage";
+    private sealed record RefreshSnapshot(string DisplayName, string Address, string Base64Picture);
 
-    #region Dependency Properties
+    private static readonly TimeSpan RefreshDebounceDuration = TimeSpan.FromMilliseconds(40);
 
-    public static readonly DependencyProperty FromNameProperty = DependencyProperty.Register(nameof(FromName), typeof(string), typeof(ImagePreviewControl), new PropertyMetadata(string.Empty, OnInformationChanged));
-    public static readonly DependencyProperty FromAddressProperty = DependencyProperty.Register(nameof(FromAddress), typeof(string), typeof(ImagePreviewControl), new PropertyMetadata(string.Empty, OnInformationChanged));
-    public static readonly DependencyProperty SenderContactPictureProperty = DependencyProperty.Register(nameof(SenderContactPicture), typeof(string), typeof(ImagePreviewControl), new PropertyMetadata(string.Empty, new PropertyChangedCallback(OnInformationChanged)));
-    public static readonly DependencyProperty ThumbnailUpdatedEventProperty = DependencyProperty.Register(nameof(ThumbnailUpdatedEvent), typeof(bool), typeof(ImagePreviewControl), new PropertyMetadata(false, new PropertyChangedCallback(OnInformationChanged)));
+    [GeneratedDependencyProperty]
+    public partial IMailItemDisplayInformation? MailItemInformation { get; set; }
 
-    public bool ThumbnailUpdatedEvent
-    {
-        get { return (bool)GetValue(ThumbnailUpdatedEventProperty); }
-        set { SetValue(ThumbnailUpdatedEventProperty, value); }
-    }
+    [GeneratedDependencyProperty]
+    public partial string? FromName { get; set; }
 
-    /// <summary>
-    /// Gets or sets base64 string of the sender contact picture.
-    /// </summary>
-    public string SenderContactPicture
-    {
-        get { return (string)GetValue(SenderContactPictureProperty); }
-        set { SetValue(SenderContactPictureProperty, value); }
-    }
+    [GeneratedDependencyProperty]
+    public partial string? FromAddress { get; set; }
 
-    public string FromName
-    {
-        get { return (string)GetValue(FromNameProperty); }
-        set { SetValue(FromNameProperty, value); }
-    }
+    [GeneratedDependencyProperty]
+    public partial string? SenderContactPicture { get; set; }
 
-    public string FromAddress
-    {
-        get { return (string)GetValue(FromAddressProperty); }
-        set { SetValue(FromAddressProperty, value); }
-    }
+    [GeneratedDependencyProperty(DefaultValue = false)]
+    public partial bool ThumbnailUpdatedEvent { get; set; }
 
-    #endregion
-
-    private Ellipse Ellipse = null!;
-    private Grid InitialsGrid = null!;
-    private TextBlock InitialsTextblock = null!;
-    private Image KnownHostImage = null!;
-    private Border FaviconSquircle = null!;
-    private Image FaviconImage = null!;
-    private CancellationTokenSource contactPictureLoadingCancellationTokenSource = null!;
+    private readonly IThumbnailService? _thumbnailService;
+    private readonly IPreferencesService? _preferencesService;
+    private CancellationTokenSource? _refreshCancellationTokenSource;
+    private CancellationTokenSource? _scheduledRefreshCancellationTokenSource;
+    private long _refreshVersion;
 
     public ImagePreviewControl()
     {
-        DefaultStyleKey = nameof(ImagePreviewControl);
+        DefaultStyleKey = typeof(PersonPicture);
+
+        try
+        {
+            _thumbnailService = App.Current.Services.GetService<IThumbnailService>();
+            _preferencesService = App.Current.Services.GetService<IPreferencesService>();
+        }
+        catch
+        {
+            // Keep control functional in design-time/test contexts without service provider.
+        }
+
+        Loaded += OnLoaded;
+        Unloaded += OnUnloaded;
     }
 
-    protected override void OnApplyTemplate()
+    partial void OnMailItemInformationPropertyChanged(DependencyPropertyChangedEventArgs e)
     {
-        base.OnApplyTemplate();
-
-        InitialsGrid = (GetTemplateChild(PART_EllipseInitialsGrid) as Grid)!;
-        InitialsTextblock = (GetTemplateChild(PART_InitialsTextBlock) as TextBlock)!;
-        KnownHostImage = (GetTemplateChild(PART_KnownHostImage) as Image)!;
-        Ellipse = (GetTemplateChild(PART_Ellipse) as Ellipse)!;
-        FaviconSquircle = (GetTemplateChild(PART_FaviconSquircle) as Border)!;
-        FaviconImage = (GetTemplateChild(PART_FaviconImage) as Image)!;
-
-        UpdateInformation();
+        RequestRefresh();
     }
 
-    private static void OnInformationChanged(DependencyObject obj, DependencyPropertyChangedEventArgs args)
+    partial void OnFromNameChanged(string? newValue) => RequestRefresh();
+
+    partial void OnFromAddressChanged(string? newValue) => RequestRefresh();
+
+    partial void OnSenderContactPictureChanged(string? newValue) => RequestRefresh();
+
+    partial void OnThumbnailUpdatedEventChanged(bool newValue) => RequestRefresh();
+
+    private void OnLoaded(object sender, RoutedEventArgs e)
     {
-        if (obj is ImagePreviewControl control)
-            control.UpdateInformation();
+        RequestRefresh();
     }
 
-    private async void UpdateInformation()
+    private void OnUnloaded(object sender, RoutedEventArgs e)
     {
-        if ((KnownHostImage == null && FaviconSquircle == null) || InitialsGrid == null || InitialsTextblock == null || (string.IsNullOrEmpty(FromName) && string.IsNullOrEmpty(FromAddress)))
+        CancelScheduledRefresh();
+        CancelActiveRefresh();
+    }
+
+    private void RequestRefresh()
+    {
+        if (DispatcherQueue == null || DispatcherQueue.HasThreadAccess)
+        {
+            QueueRefresh();
+            return;
+        }
+
+        DispatcherQueue.TryEnqueue(QueueRefresh);
+    }
+
+    private void QueueRefresh()
+    {
+        if (!IsLoaded)
             return;
 
-        // Cancel active image loading if exists.
-        if (!contactPictureLoadingCancellationTokenSource?.IsCancellationRequested ?? false)
-        {
-            contactPictureLoadingCancellationTokenSource!.Cancel();
-        }
+        CancelScheduledRefresh();
 
-        string contactPicture = SenderContactPicture;
+        var cts = new CancellationTokenSource();
+        _scheduledRefreshCancellationTokenSource = cts;
 
-        var isAvatarThumbnail = false;
-
-        if (string.IsNullOrEmpty(contactPicture) && !string.IsNullOrEmpty(FromAddress))
-        {
-            contactPicture = await App.Current.ThumbnailService.GetThumbnailAsync(FromAddress);
-            isAvatarThumbnail = true;
-        }
-
-        if (!string.IsNullOrEmpty(contactPicture))
-        {
-            if (isAvatarThumbnail && FaviconSquircle != null && FaviconImage != null)
-            {
-                // Show favicon in squircle
-                FaviconSquircle.Visibility = Visibility.Visible;
-                if (InitialsGrid != null)
-                    InitialsGrid.Visibility = Visibility.Collapsed;
-                if (KnownHostImage != null)
-                    KnownHostImage.Visibility = Visibility.Collapsed;
-
-                var bitmapImage = await GetBitmapImageAsync(contactPicture);
-
-                if (bitmapImage != null)
-                {
-                    FaviconImage.Source = bitmapImage;
-                }
-            }
-            else
-            {
-                // Show normal avatar (tondo)
-                if (FaviconSquircle != null)
-                    FaviconSquircle.Visibility = Visibility.Collapsed;
-                if (KnownHostImage != null)
-                    KnownHostImage.Visibility = Visibility.Collapsed;
-                if (InitialsGrid != null)
-                    InitialsGrid.Visibility = Visibility.Visible;
-                contactPictureLoadingCancellationTokenSource = new CancellationTokenSource();
-                try
-                {
-                    var brush = await GetContactImageBrushAsync(contactPicture);
-
-                    if (brush != null)
-                    {
-                        if (!contactPictureLoadingCancellationTokenSource?.Token.IsCancellationRequested ?? false)
-                        {
-                            if (Ellipse != null)
-                                Ellipse.Fill = brush;
-                            if (InitialsTextblock != null)
-                                InitialsTextblock.Text = string.Empty;
-                        }
-                    }
-                }
-                catch (Exception)
-                {
-                    Debugger.Break();
-                }
-            }
-        }
-        else
-        {
-            if (FaviconSquircle != null)
-                FaviconSquircle.Visibility = Visibility.Collapsed;
-            if (KnownHostImage != null)
-                KnownHostImage.Visibility = Visibility.Collapsed;
-            if (InitialsGrid != null)
-                InitialsGrid.Visibility = Visibility.Visible;
-
-            var colorHash = new ColorHash();
-            var rgb = colorHash.Rgb(FromAddress);
-
-            if (Ellipse != null)
-                Ellipse.Fill = new SolidColorBrush(Color.FromArgb(rgb.A, rgb.R, rgb.G, rgb.B));
-            if (InitialsTextblock != null)
-                InitialsTextblock.Text = ExtractInitialsFromName(FromName);
-        }
+        _ = DebounceAndRefreshAsync(cts.Token);
     }
 
-    private static async Task<ImageBrush?> GetContactImageBrushAsync(string base64)
-    {
-        // Load the image from base64 string.
-
-        var bitmapImage = await GetBitmapImageAsync(base64);
-
-        if (bitmapImage == null) return null;
-
-        return new ImageBrush() { ImageSource = bitmapImage };
-    }
-
-    private static async Task<BitmapImage?> GetBitmapImageAsync(string base64)
+    private async Task DebounceAndRefreshAsync(CancellationToken cancellationToken)
     {
         try
         {
-            var bitmapImage = new BitmapImage();
-            var imageArray = Convert.FromBase64String(base64);
-            var imageStream = new MemoryStream(imageArray);
-            var randomAccessImageStream = imageStream.AsRandomAccessStream();
-            randomAccessImageStream.Seek(0);
-            await bitmapImage.SetSourceAsync(randomAccessImageStream);
-            return bitmapImage;
+            await Task.Delay(RefreshDebounceDuration, cancellationToken).ConfigureAwait(false);
+        }
+        catch (OperationCanceledException)
+        {
+            return;
         }
-        catch (Exception) { }
 
-        return null;
+        StartRefresh();
     }
 
-    public string ExtractInitialsFromName(string name)
+    private void StartRefresh()
     {
-        // Change from name to from address in case of name doesn't exists.
-        if (string.IsNullOrEmpty(name))
+        CancelActiveRefresh();
+
+        var cts = new CancellationTokenSource();
+        _refreshCancellationTokenSource = cts;
+        var refreshVersion = Interlocked.Increment(ref _refreshVersion);
+        _ = RefreshAsync(refreshVersion, cts.Token);
+    }
+
+    private void CancelScheduledRefresh()
+    {
+        var cts = _scheduledRefreshCancellationTokenSource;
+        _scheduledRefreshCancellationTokenSource = null;
+
+        if (cts != null && !cts.IsCancellationRequested)
         {
-            name = FromAddress;
+            cts.Cancel();
         }
 
-        // first remove all: punctuation, separator chars, control chars, and numbers (unicode style regexes)
-        string initials = Regex.Replace(name, @"[\p{P}\p{S}\p{C}\p{N}]+", "");
+        cts?.Dispose();
+    }
 
-        // Replacing all possible whitespace/separator characters (unicode style), with a single, regular ascii space.
-        initials = Regex.Replace(initials, @"\p{Z}+", " ");
+    private void CancelActiveRefresh()
+    {
+        var cts = _refreshCancellationTokenSource;
+        _refreshCancellationTokenSource = null;
 
-        // Remove all Sr, Jr, I, II, III, IV, V, VI, VII, VIII, IX at the end of names
-        initials = Regex.Replace(initials.Trim(), @"\s+(?:[JS]R|I{1,3}|I[VX]|VI{0,3})$", "", RegexOptions.IgnoreCase);
-
-        // Extract up to 2 initials from the remaining cleaned name.
-        initials = Regex.Replace(initials, @"^(\p{L})[^\s]*(?:\s+(?:\p{L}+\s+(?=\p{L}))?(?:(\p{L})\p{L}*)?)?$", "$1$2").Trim();
-
-        if (initials.Length > 2)
+        if (cts != null && !cts.IsCancellationRequested)
         {
-            // Worst case scenario, everything failed, just grab the first two letters of what we have left.
-            initials = initials.Substring(0, 2);
+            cts.Cancel();
         }
 
-        return initials.ToUpperInvariant();
+        cts?.Dispose();
+    }
+
+    private async Task RefreshAsync(long refreshVersion, CancellationToken cancellationToken)
+    {
+        try
+        {
+            var snapshot = await CaptureSnapshotAsync(refreshVersion, cancellationToken).ConfigureAwait(false);
+            if (snapshot == null)
+                return;
+
+            await ApplyInitialVisualStateAsync(snapshot.DisplayName, refreshVersion, cancellationToken).ConfigureAwait(false);
+
+            // 1) Explicit contact picture.
+            if (!string.IsNullOrWhiteSpace(snapshot.Base64Picture))
+            {
+                var localBitmap = await CreateBitmapFromBase64Async(snapshot.Base64Picture, cancellationToken).ConfigureAwait(false);
+                if (localBitmap != null)
+                {
+                    await ApplyProfilePictureAsync(localBitmap, refreshVersion, cancellationToken).ConfigureAwait(false);
+                    return;
+                }
+            }
+
+            // 2) Gravatar lookup through thumbnail service (if enabled).
+            if (_preferencesService?.IsGravatarEnabled == true &&
+                _thumbnailService != null &&
+                !string.IsNullOrWhiteSpace(snapshot.Address) &&
+                EmailValidator.Validate(snapshot.Address))
+            {
+                var thumbnailBase64 = await _thumbnailService
+                    .GetThumbnailAsync(snapshot.Address.Trim().ToLowerInvariant(), awaitLoad: true)
+                    .ConfigureAwait(false);
+
+                if (!string.IsNullOrWhiteSpace(thumbnailBase64))
+                {
+                    var thumbnailBitmap = await CreateBitmapFromBase64Async(thumbnailBase64, cancellationToken).ConfigureAwait(false);
+                    if (thumbnailBitmap != null)
+                    {
+                        await ApplyProfilePictureAsync(thumbnailBitmap, refreshVersion, cancellationToken).ConfigureAwait(false);
+                        return;
+                    }
+                }
+            }
+
+            // 3) Initials fallback is already in place via DisplayName + ProfilePicture = null.
+        }
+        catch (OperationCanceledException)
+        {
+            // Expected during virtualization/recycling.
+        }
+        catch
+        {
+            // Keep fallback initials if decoding/network fails.
+        }
+    }
+
+    // DependencyProperty-backed values must be read on UI thread once, then used off-thread.
+    private async Task<RefreshSnapshot?> CaptureSnapshotAsync(long refreshVersion, CancellationToken cancellationToken)
+    {
+        return await ExecuteOnUiThreadAsync(() =>
+        {
+            if (!IsActiveRefresh(refreshVersion, cancellationToken))
+                return null;
+
+            var address = ResolveAddress();
+            var displayName = ResolveDisplayName(address);
+            var base64Picture = ResolveBase64Picture();
+
+            return new RefreshSnapshot(displayName, address, base64Picture);
+        }).ConfigureAwait(false);
+    }
+
+    private string ResolveAddress()
+    {
+        var contactAddress = MailItemInformation?.SenderContact?.Address;
+        if (!string.IsNullOrWhiteSpace(contactAddress))
+            return contactAddress.Trim();
+
+        if (!string.IsNullOrWhiteSpace(MailItemInformation?.FromAddress))
+            return MailItemInformation.FromAddress.Trim();
+
+        return FromAddress?.Trim() ?? string.Empty;
+    }
+
+    private string ResolveDisplayName(string resolvedAddress)
+    {
+        var contactName = MailItemInformation?.SenderContact?.Name;
+        if (!string.IsNullOrWhiteSpace(contactName))
+            return contactName.Trim();
+
+        if (!string.IsNullOrWhiteSpace(MailItemInformation?.FromName))
+            return MailItemInformation.FromName.Trim();
+
+        if (!string.IsNullOrWhiteSpace(FromName))
+            return FromName.Trim();
+
+        return resolvedAddress.Trim();
+    }
+
+    private string ResolveBase64Picture()
+    {
+        if (!string.IsNullOrWhiteSpace(MailItemInformation?.SenderContact?.Base64ContactPicture))
+            return MailItemInformation.SenderContact.Base64ContactPicture;
+
+        if (!string.IsNullOrWhiteSpace(MailItemInformation?.Base64ContactPicture))
+            return MailItemInformation.Base64ContactPicture;
+
+        return SenderContactPicture ?? string.Empty;
+    }
+
+    private async Task ApplyInitialVisualStateAsync(string displayName, long refreshVersion, CancellationToken cancellationToken)
+    {
+        await ExecuteOnUiThreadAsync(() =>
+        {
+            if (!IsActiveRefresh(refreshVersion, cancellationToken))
+                return;
+
+            DisplayName = displayName;
+            ProfilePicture = null;
+        }).ConfigureAwait(false);
+    }
+
+    private async Task ApplyProfilePictureAsync(BitmapImage bitmapImage, long refreshVersion, CancellationToken cancellationToken)
+    {
+        await ExecuteOnUiThreadAsync(() =>
+        {
+            if (!IsActiveRefresh(refreshVersion, cancellationToken))
+                return;
+
+            ProfilePicture = bitmapImage;
+        }).ConfigureAwait(false);
+    }
+
+    private bool IsActiveRefresh(long refreshVersion, CancellationToken cancellationToken)
+        => !cancellationToken.IsCancellationRequested && refreshVersion == _refreshVersion;
+
+    private async Task ExecuteOnUiThreadAsync(Action action)
+    {
+        if (DispatcherQueue == null || DispatcherQueue.HasThreadAccess)
+        {
+            action();
+            return;
+        }
+
+        var completion = new TaskCompletionSource<object?>(TaskCreationOptions.RunContinuationsAsynchronously);
+
+        var enqueued = DispatcherQueue.TryEnqueue(() =>
+        {
+            try
+            {
+                action();
+                completion.TrySetResult(null);
+            }
+            catch (Exception ex)
+            {
+                completion.TrySetException(ex);
+            }
+        });
+
+        if (!enqueued)
+        {
+            completion.TrySetException(new InvalidOperationException("Failed to dispatch UI update."));
+        }
+
+        await completion.Task.ConfigureAwait(false);
+    }
+
+    private async Task<T> ExecuteOnUiThreadAsync<T>(Func<T> func)
+    {
+        if (DispatcherQueue == null || DispatcherQueue.HasThreadAccess)
+        {
+            return func();
+        }
+
+        var completion = new TaskCompletionSource<T>(TaskCreationOptions.RunContinuationsAsynchronously);
+
+        var enqueued = DispatcherQueue.TryEnqueue(() =>
+        {
+            try
+            {
+                completion.TrySetResult(func());
+            }
+            catch (Exception ex)
+            {
+                completion.TrySetException(ex);
+            }
+        });
+
+        if (!enqueued)
+        {
+            completion.TrySetException(new InvalidOperationException("Failed to dispatch UI update."));
+        }
+
+        return await completion.Task.ConfigureAwait(false);
+    }
+
+    private async Task<BitmapImage?> CreateBitmapFromBase64Async(string base64, CancellationToken cancellationToken)
+    {
+        if (string.IsNullOrWhiteSpace(base64))
+            return null;
+
+        byte[] bytes;
+
+        try
+        {
+            bytes = await Task.Run(() => Convert.FromBase64String(base64), cancellationToken).ConfigureAwait(false);
+        }
+        catch
+        {
+            return null;
+        }
+
+        cancellationToken.ThrowIfCancellationRequested();
+
+        return await ExecuteOnUiThreadAsync(() =>
+        {
+            cancellationToken.ThrowIfCancellationRequested();
+
+            using var memoryStream = new MemoryStream(bytes);
+            var bitmapImage = new BitmapImage();
+            bitmapImage.SetSource(memoryStream.AsRandomAccessStream());
+            return bitmapImage;
+        }).ConfigureAwait(false);
+    }
+
+    private static bool IsValidEmail(string email)
+    {
+        try
+        {
+            _ = new MailAddress(email);
+            return true;
+        }
+        catch
+        {
+            return false;
+        }
     }
 }

Wino.Mail.WinUI/Controls/MailItemDisplayInformationControl.xaml

@@ -49,7 +49,7 @@
                     VerticalAlignment="Top"
                     Canvas.ZIndex="0"
                     Fill="{ThemeResource SystemAccentColor}"
-                    Visibility="{x:Bind helpers:XamlHelpers.ReverseBoolToVisibilityConverter(IsRead), Mode=OneWay}" />
+                    Visibility="{x:Bind helpers:XamlHelpers.ReverseBoolToVisibilityConverter(MailItemInformation.IsRead), Mode=OneWay}" />
             </Grid>
 
 
@@ -73,10 +73,7 @@
                     HorizontalAlignment="Center"
                     VerticalAlignment="Center"
                     FontSize="14"
-                    FromAddress="{x:Bind FromAddress, Mode=OneWay}"
-                    FromName="{x:Bind FromName, Mode=OneWay}"
-                    SenderContactPicture="{x:Bind Base64ContactPicture, Mode=OneWay}"
-                    ThumbnailUpdatedEvent="{x:Bind IsThumbnailUpdated, Mode=OneWay}"
+                    MailItemInformation="{x:Bind MailItemInformation, Mode=OneWay}"
                     Visibility="{x:Bind IsAvatarVisible, Mode=OneWay}" />
 
                 <Grid
@@ -104,7 +101,7 @@
                             <TextBlock
                                 x:Name="DraftTitle"
                                 Margin="0,0,4,0"
-                                x:Load="{x:Bind IsDraft, Mode=OneWay}"
+                                x:Load="{x:Bind MailItemInformation.IsDraft, Mode=OneWay}"
                                 Foreground="{StaticResource DeleteBrush}">
 
                                 <Run Text="[" /><Run Text="{x:Bind domain:Translator.Draft}" /><Run Text="]" /> <Run Text=" " />
@@ -114,17 +111,17 @@
                             <TextBlock
                                 x:Name="SenderTextFromName"
                                 Grid.Column="1"
-                                Text="{x:Bind FromName, Mode=OneWay}"
+                                Text="{x:Bind MailItemInformation.FromName, Mode=OneWay}"
                                 TextTrimming="WordEllipsis"
-                                Visibility="{x:Bind helpers:XamlHelpers.StringToVisibilityConverter(FromName), Mode=OneWay}" />
+                                Visibility="{x:Bind helpers:XamlHelpers.StringToVisibilityConverter(MailItemInformation.FromName), Mode=OneWay}" />
 
                             <!--  Sender  -->
                             <TextBlock
                                 x:Name="SenderTextFromAddress"
                                 Grid.Column="1"
-                                Text="{x:Bind FromAddress}"
+                                Text="{x:Bind MailItemInformation.FromAddress}"
                                 TextTrimming="CharacterEllipsis"
-                                Visibility="{x:Bind helpers:XamlHelpers.StringToVisibilityReversedConverter(FromName), Mode=OneWay}" />
+                                Visibility="{x:Bind helpers:XamlHelpers.StringToVisibilityReversedConverter(MailItemInformation.FromName), Mode=OneWay}" />
 
                             <!--  Hover button  -->
                             <StackPanel
@@ -194,7 +191,7 @@
                                 x:Name="TitleText"
                                 Grid.Column="1"
                                 MaxLines="1"
-                                Text="{x:Bind Subject, Mode=OneWay}"
+                                Text="{x:Bind MailItemInformation.Subject, Mode=OneWay}"
                                 TextTrimming="CharacterEllipsis" />
 
                             <TextBlock
@@ -204,7 +201,7 @@
                                 VerticalAlignment="Center"
                                 FontSize="11"
                                 Opacity="0.7"
-                                Text="{x:Bind helpers:XamlHelpers.GetMailItemDisplaySummaryForListing(IsDraft, CreationDate, Prefer24HourTimeFormat), Mode=OneWay}" />
+                                Text="{x:Bind helpers:XamlHelpers.GetMailItemDisplaySummaryForListing(MailItemInformation.IsDraft, MailItemInformation.CreationDate, Prefer24HourTimeFormat), Mode=OneWay}" />
                         </Grid>
 
                         <!--  Message  -->
@@ -220,10 +217,10 @@
                             <Grid x:Name="PreviewTextContainer">
                                 <TextBlock
                                     x:Name="PreviewTextblock"
-                                    x:Load="{x:Bind helpers:XamlHelpers.ShouldDisplayPreview(PreviewText), Mode=OneWay}"
+                                    x:Load="{x:Bind helpers:XamlHelpers.ShouldDisplayPreview(MailItemInformation.PreviewText), Mode=OneWay}"
                                     MaxLines="1"
                                     Opacity="0.7"
-                                    Text="{x:Bind PreviewText, Mode=OneWay}"
+                                    Text="{x:Bind MailItemInformation.PreviewText, Mode=OneWay}"
                                     TextTrimming="CharacterEllipsis" />
                             </Grid>
 
@@ -237,12 +234,12 @@
 
                                 <ContentPresenter
                                     x:Name="HasAttachmentContent"
-                                    x:Load="{x:Bind HasAttachments, Mode=OneWay}"
+                                    x:Load="{x:Bind MailItemInformation.HasAttachments, Mode=OneWay}"
                                     ContentTemplate="{StaticResource AttachmentSymbolControlTemplate}" />
 
                                 <ContentPresenter
                                     x:Name="IsFlaggedContent"
-                                    x:Load="{x:Bind IsFlagged, Mode=OneWay}"
+                                    x:Load="{x:Bind MailItemInformation.IsFlagged, Mode=OneWay}"
                                     ContentTemplate="{StaticResource FlaggedSymbolControlTemplate}" />
 
                                 <ProgressRing
@@ -250,7 +247,7 @@
                                     Height="3"
                                     HorizontalAlignment="Right"
                                     VerticalAlignment="Bottom"
-                                    IsActive="{x:Bind IsBusy, Mode=OneWay}" />
+                                    IsActive="{x:Bind MailItemInformation.IsBusy, Mode=OneWay}" />
                             </StackPanel>
                         </Grid>
                     </Grid>
@@ -263,7 +260,7 @@
             <VisualStateGroup x:Name="ReadStates">
                 <VisualState x:Name="Unread">
                     <VisualState.StateTriggers>
-                        <StateTrigger IsActive="{x:Bind IsRead, Converter={StaticResource ReverseBooleanConverter}, Mode=OneWay}" />
+                        <StateTrigger IsActive="{x:Bind MailItemInformation.IsRead, Converter={StaticResource ReverseBooleanConverter}, Mode=OneWay}" />
                     </VisualState.StateTriggers>
 
                     <VisualState.Setters>
@@ -335,7 +332,7 @@
                         <Setter Target="ExpandCollapseChevron.(controls:AnimatedIcon.State)" Value="NormalOn" />
                     </VisualState.Setters>
                     <VisualState.StateTriggers>
-                        <StateTrigger IsActive="{x:Bind IsThreadExpanded, Mode=OneWay}" />
+                        <StateTrigger IsActive="{x:Bind MailItemInformation.IsThreadExpanded, Mode=OneWay}" />
                     </VisualState.StateTriggers>
                 </VisualState>
             </VisualStateGroup>

Wino.Mail.WinUI/Controls/MailItemDisplayInformationControl.xaml.cs

@@ -51,9 +51,6 @@ public sealed partial class MailItemDisplayInformationControl : UserControl
     [GeneratedDependencyProperty(DefaultValue = true)]
     public partial bool IsHoverActionsEnabled { get; set; }
 
-    [GeneratedDependencyProperty(DefaultValue = false)]
-    public partial bool IsBusy { get; set; }
-
     public event EventHandler<MailOperationPreperationRequest>? HoverActionExecuted;
 
     [GeneratedDependencyProperty(DefaultValue = false)]
@@ -62,49 +59,12 @@ public sealed partial class MailItemDisplayInformationControl : UserControl
     [GeneratedDependencyProperty]
     public partial IMailListItem? ActionItem { get; set; }
 
-    #region Display Properties
-
     [GeneratedDependencyProperty]
-    public partial string? Subject { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial string? FromName { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial string? FromAddress { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial string? PreviewText { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial bool IsRead { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial bool IsDraft { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial bool HasAttachments { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial bool IsFlagged { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial DateTime CreationDate { get; set; }
-
-    [GeneratedDependencyProperty]
-    public partial string? Base64ContactPicture { get; set; }
+    public partial IMailItemDisplayInformation? MailItemInformation { get; set; }
 
     [GeneratedDependencyProperty(DefaultValue = false)]
     public partial bool IsThreadExpanderVisible { get; set; }
 
-    [GeneratedDependencyProperty(DefaultValue = false)]
-    public partial bool IsThreadExpanded { get; set; }
-
-    [GeneratedDependencyProperty(DefaultValue = false)]
-    public partial bool IsThumbnailUpdated { get; set; }
-
-    #endregion
-
     public MailItemDisplayInformationControl()
     {
         InitializeComponent();
@@ -138,16 +98,14 @@ public sealed partial class MailItemDisplayInformationControl : UserControl
         _compositor = this.Visual().Compositor;
     }
 
-    partial void OnIsBusyChanged(bool newValue)
+    partial void OnMailItemInformationPropertyChanged(DependencyPropertyChangedEventArgs e)
     {
-        if (newValue)
+        if (ActionItem == null && MailItemInformation is IMailListItem mailListItem)
         {
-            StartBusyAnimation();
-        }
-        else
-        {
-            StopBusyAnimation();
+            ActionItem = mailListItem;
         }
+
+        UpdateBusyAnimationState();
     }
 
     private void StartBusyAnimation()
@@ -184,9 +142,15 @@ public sealed partial class MailItemDisplayInformationControl : UserControl
         _opacityAnimation = null;
     }
 
-    partial void OnIsFlaggedChanged(bool newValue)
+    private void UpdateBusyAnimationState()
     {
+        if (MailItemInformation?.IsBusy == true)
+        {
+            StartBusyAnimation();
+            return;
+        }
 
+        StopBusyAnimation();
     }
 
     private void ControlPointerEntered(object sender, Microsoft.UI.Xaml.Input.PointerRoutedEventArgs e)

Wino.Mail.WinUI/Dialogs/ContactEditDialog.xaml

@@ -5,14 +5,13 @@
     xmlns:d="http://schemas.microsoft.com/expression/blend/2008"
     xmlns:domain="using:Wino.Core.Domain"
     xmlns:mc="http://schemas.openxmlformats.org/markup-compatibility/2006"
-    Title="Edit Contact"
     HorizontalContentAlignment="Stretch"
     DefaultButton="Primary"
     IsPrimaryButtonEnabled="True"
     PrimaryButtonClick="SaveClicked"
-    PrimaryButtonText="Save"
+    PrimaryButtonText="{x:Bind domain:Translator.Buttons_Save, Mode=OneTime}"
     SecondaryButtonClick="CancelClicked"
-    SecondaryButtonText="Cancel"
+    SecondaryButtonText="{x:Bind domain:Translator.Buttons_Cancel, Mode=OneTime}"
     Style="{StaticResource WinoDialogStyle}"
     mc:Ignorable="d">
 
@@ -24,15 +23,15 @@
         <!--  Contact Name  -->
         <TextBox
             x:Name="ContactNameTextBox"
-            Header="Name"
-            PlaceholderText="Contact name"
+            Header="{x:Bind domain:Translator.ContactEditDialog_NameHeader, Mode=OneTime}"
+            PlaceholderText="{x:Bind domain:Translator.ContactEditDialog_NamePlaceholder, Mode=OneTime}"
             TextChanged="ValidateInput" />
 
         <!--  Email Address  -->
         <TextBox
             x:Name="EmailAddressTextBox"
-            Header="Email Address"
-            PlaceholderText="contact@example.com"
+            Header="{x:Bind domain:Translator.ContactEditDialog_EmailHeader, Mode=OneTime}"
+            PlaceholderText="{x:Bind domain:Translator.ContactEditDialog_EmailPlaceholder, Mode=OneTime}"
             TextChanged="ValidateInput" />
 
         <!--  Contact Photo  -->
@@ -40,7 +39,7 @@
             <TextBlock
                 Margin="0,0,0,8"
                 FontWeight="SemiBold"
-                Text="Photo" />
+                Text="{x:Bind domain:Translator.ContactEditDialog_PhotoSection, Mode=OneTime}" />
             <Grid>
                 <Grid.ColumnDefinitions>
                     <ColumnDefinition Width="Auto" />
@@ -61,11 +60,12 @@
                     <Button
                         x:Name="ChoosePhotoButton"
                         Click="ChoosePhotoClicked"
-                        Content="Choose Photo" />
+                        Content="{x:Bind domain:Translator.ContactEditDialog_ChoosePhoto, Mode=OneTime}" />
                     <Button
                         x:Name="RemovePhotoButton"
                         Click="RemovePhotoClicked"
-                        Content="Remove Photo" />
+                        Content="{x:Bind domain:Translator.ContactEditDialog_RemovePhoto, Mode=OneTime}"
+                        Visibility="Collapsed" />
                 </StackPanel>
             </Grid>
         </StackPanel>
@@ -79,7 +79,7 @@
             Visibility="Collapsed">
             <TextBlock
                 Foreground="{ThemeResource TextOnAccentFillColorPrimaryBrush}"
-                Text="This is a root contact and cannot be deleted."
+                Text="{x:Bind domain:Translator.ContactEditDialog_RootContactInfo, Mode=OneTime}"
                 TextWrapping="Wrap" />
         </Border>
 
@@ -91,7 +91,7 @@
             Visibility="Collapsed">
             <TextBlock
                 Foreground="{ThemeResource TextFillColorPrimaryBrush}"
-                Text="This contact has been manually modified."
+                Text="{x:Bind domain:Translator.ContactEditDialog_OverriddenContactInfo, Mode=OneTime}"
                 TextWrapping="Wrap" />
         </Border>
     </StackPanel>

Wino.Mail.WinUI/Dialogs/ContactEditDialog.xaml.cs

@@ -1,6 +1,9 @@
 using System;
+using System.IO;
 using Microsoft.UI.Xaml;
 using Microsoft.UI.Xaml.Controls;
+using Microsoft.UI.Xaml.Media.Imaging;
+using Wino.Core.Domain;
 using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Interfaces;
 
@@ -10,6 +13,7 @@ public sealed partial class ContactEditDialog : ContentDialog
 {
     private AccountContact _contact;
     private IDialogServiceBase? _dialogService;
+    private bool _isEditMode;
 
     public AccountContact Contact => _contact;
 
@@ -19,6 +23,9 @@ public sealed partial class ContactEditDialog : ContentDialog
 
         _contact = contact ?? new AccountContact();
         _dialogService = dialogService;
+        _isEditMode = contact != null && !string.IsNullOrEmpty(contact.Address);
+
+        Title = _isEditMode ? Translator.ContactEditDialog_Title : Translator.ContactEditDialog_AddTitle;
 
         LoadContactData();
         ValidateInput();
@@ -31,67 +38,109 @@ public sealed partial class ContactEditDialog : ContentDialog
             ContactNameTextBox.Text = _contact.Name ?? string.Empty;
             EmailAddressTextBox.Text = _contact.Address ?? string.Empty;
 
-            // Show info badges
+            // Disable email editing for existing contacts (Address is PK).
+            EmailAddressTextBox.IsEnabled = !_isEditMode;
+
             if (_contact.IsRootContact)
-            {
                 RootContactInfoBorder.Visibility = Visibility.Visible;
-            }
 
             if (_contact.IsOverridden)
-            {
                 OverriddenContactInfoBorder.Visibility = Visibility.Visible;
+
+            // Load existing photo.
+            if (!string.IsNullOrEmpty(_contact.Base64ContactPicture))
+            {
+                LoadContactPhoto(_contact.Base64ContactPicture);
+                RemovePhotoButton.Visibility = Visibility.Visible;
+            }
+            else
+            {
+                ContactPhotoPersonPicture.DisplayName = _contact.Name ?? string.Empty;
+                RemovePhotoButton.Visibility = Visibility.Collapsed;
             }
         }
     }
 
-    private void ChoosePhotoClicked(object sender, RoutedEventArgs e)
+    private async void ChoosePhotoClicked(object sender, RoutedEventArgs e)
     {
-        // TODO: Implement photo picker
+        if (_dialogService == null) return;
+
+        try
+        {
+            var files = await _dialogService.PickFilesAsync(".png", ".jpg", ".jpeg");
+
+            if (files?.Count > 0)
+            {
+                var file = files[0];
+                var base64 = Convert.ToBase64String(file.Data);
+                _contact.Base64ContactPicture = base64;
+                LoadContactPhoto(base64);
+                RemovePhotoButton.Visibility = Visibility.Visible;
+            }
+        }
+        catch (Exception)
+        {
+            // Failed to pick photo, ignore.
+        }
     }
 
     private void RemovePhotoClicked(object sender, RoutedEventArgs e)
     {
+        _contact.Base64ContactPicture = null;
         ContactPhotoPersonPicture.ProfilePicture = null;
+        ContactPhotoPersonPicture.DisplayName = ContactNameTextBox.Text;
         RemovePhotoButton.Visibility = Visibility.Collapsed;
     }
 
+    private void LoadContactPhoto(string base64String)
+    {
+        try
+        {
+            var imageBytes = Convert.FromBase64String(base64String);
+            using var stream = new MemoryStream(imageBytes);
+            var bitmap = new BitmapImage();
+            bitmap.SetSource(stream.AsRandomAccessStream());
+            ContactPhotoPersonPicture.ProfilePicture = bitmap;
+        }
+        catch
+        {
+            // Failed to load image, ignore.
+        }
+    }
+
     private void ValidateInput(object? sender = null, TextChangedEventArgs? e = null)
     {
         var hasName = !string.IsNullOrWhiteSpace(ContactNameTextBox.Text);
         var hasEmail = !string.IsNullOrWhiteSpace(EmailAddressTextBox.Text);
-        var isValidEmail = hasEmail && IsValidEmail(EmailAddressTextBox.Text);
 
-        IsPrimaryButtonEnabled = hasName && isValidEmail;
-    }
+        var isValidEmail = hasEmail && EmailValidation.EmailValidator.Validate(EmailAddressTextBox.Text);
 
-    private bool IsValidEmail(string email)
-    {
-        try
+        if (_isEditMode)
         {
-            var addr = new System.Net.Mail.MailAddress(email);
-            return addr.Address == email;
+            // In edit mode, only name is required (email is locked).
+            IsPrimaryButtonEnabled = hasName;
         }
-        catch
+        else
         {
-            return false;
+            // In create mode, both name and valid email are required.
+            IsPrimaryButtonEnabled = hasName && isValidEmail;
         }
     }
 
     private void SaveClicked(ContentDialog sender, ContentDialogButtonClickEventArgs args)
     {
-        // Update contact data
         _contact.Name = ContactNameTextBox.Text?.Trim();
-        _contact.Address = EmailAddressTextBox.Text?.Trim();
 
-        // Mark as overridden if this was a user edit
-        if (!string.IsNullOrEmpty(_contact.Address))
-        {
+        if (!_isEditMode)
+            _contact.Address = EmailAddressTextBox.Text?.Trim();
+
+        // Mark as overridden if this was a user edit of an existing contact.
+        if (_isEditMode)
             _contact.IsOverridden = true;
-        }
     }
 
     private void CancelClicked(ContentDialog sender, ContentDialogButtonClickEventArgs args)
     {
-        // Nothing to do, dialog will close
+        // Nothing to do, dialog will close.
     }
 }

Wino.Mail.WinUI/Styles/ImagePreviewControl.xaml

@@ -5,54 +5,8 @@
 
     <Style TargetType="controls:ImagePreviewControl">
         <Style.Setters>
-            <Setter Property="Width" Value="34" />
-            <Setter Property="Height" Value="34" />
-            <Setter Property="Template">
-                <Setter.Value>
-                    <ControlTemplate TargetType="controls:ImagePreviewControl">
-                        <Grid>
-                            <!--  Ellipse Initials  -->
-                            <Grid x:Name="EllipseInitialsGrid">
-                                <Ellipse
-                                    x:Name="Ellipse"
-                                    Grid.RowSpan="2"
-                                    Width="{TemplateBinding Width}"
-                                    Height="{TemplateBinding Height}"
-                                    HorizontalAlignment="Center"
-                                    VerticalAlignment="Center" />
-                                <TextBlock
-                                    x:Name="InitialsTextBlock"
-                                    HorizontalAlignment="Center"
-                                    VerticalAlignment="Center"
-                                    FontWeight="SemiBold"
-                                    Foreground="White" />
-                            </Grid>
-
-                            <!--  Squircle for favicon  -->
-                            <Border
-                                x:Name="FaviconSquircle"
-                                Width="{TemplateBinding Width}"
-                                Height="{TemplateBinding Height}"
-                                HorizontalAlignment="Center"
-                                VerticalAlignment="Center"
-                                Background="Transparent"
-                                CornerRadius="6"
-                                Visibility="Collapsed">
-                                <Image x:Name="FaviconImage" Stretch="Fill" />
-                            </Border>
-
-                            <Image
-                                x:Name="KnownHostImage"
-                                Width="{TemplateBinding Width}"
-                                Height="{TemplateBinding Height}"
-                                HorizontalAlignment="Center"
-                                VerticalAlignment="Center"
-                                Stretch="UniformToFill"
-                                Visibility="Collapsed" />
-                        </Grid>
-                    </ControlTemplate>
-                </Setter.Value>
-            </Setter>
+            <Setter Property="Width" Value="44" />
+            <Setter Property="Height" Value="44" />
         </Style.Setters>
     </Style>
 </ResourceDictionary>

Wino.Mail.WinUI/Views/Mail/MailListPage.xaml

@@ -55,20 +55,9 @@
             <controls:MailItemDisplayInformationControl
                 x:DefaultBindMode="OneWay"
                 ActionItem="{x:Bind}"
-                Base64ContactPicture="{x:Bind MailCopy.SenderContact.Base64ContactPicture, Mode=OneWay, TargetNullValue=''}"
                 ContextRequested="MailItemContextRequested"
-                CreationDate="{x:Bind CreationDate}"
-                FromAddress="{x:Bind FromAddress}"
-                FromName="{x:Bind FromName}"
-                HasAttachments="{x:Bind HasAttachments, Mode=OneWay}"
                 HoverActionExecuted="MailItemDisplayInformationControl_HoverActionExecuted"
-                IsBusy="{x:Bind IsBusy, Mode=OneWay}"
-                IsDraft="{x:Bind IsDraft, Mode=OneWay}"
-                IsFlagged="{x:Bind IsFlagged, Mode=OneWay}"
-                IsRead="{x:Bind IsRead, Mode=OneWay}"
-                IsThumbnailUpdated="{x:Bind ThumbnailUpdatedEvent, Mode=OneWay}"
-                PreviewText="{x:Bind PreviewText, Mode=OneWay}"
-                Subject="{x:Bind Subject, Mode=OneWay}" />
+                MailItemInformation="{x:Bind}" />
         </DataTemplate>
 
         <DataTemplate x:Key="ThreadMailItemTemplate" x:DataType="viewModelData:ThreadMailItemViewModel">
@@ -80,22 +69,10 @@
                     <controls:MailItemDisplayInformationControl
                         x:DefaultBindMode="OneWay"
                         ActionItem="{x:Bind}"
-                        Base64ContactPicture="{x:Bind Base64ContactPicture, Mode=OneWay, TargetNullValue=''}"
                         ContextRequested="MailItemContextRequested"
-                        CreationDate="{x:Bind CreationDate}"
-                        FromAddress="{x:Bind FromAddress, Mode=OneWay}"
-                        FromName="{x:Bind FromName, Mode=OneWay}"
-                        HasAttachments="{x:Bind HasAttachments, Mode=OneWay}"
                         HoverActionExecuted="MailItemDisplayInformationControl_HoverActionExecuted"
-                        IsBusy="{x:Bind IsBusy, Mode=OneWay}"
-                        IsDraft="{x:Bind IsDraft, Mode=OneWay}"
-                        IsFlagged="{x:Bind IsFlagged, Mode=OneWay}"
-                        IsRead="{x:Bind IsRead, Mode=OneWay}"
-                        IsThreadExpanded="{x:Bind IsThreadExpanded, Mode=OneWay}"
                         IsThreadExpanderVisible="True"
-                        IsThumbnailUpdated="{x:Bind ThumbnailUpdatedEvent, Mode=OneWay}"
-                        PreviewText="{x:Bind PreviewText, Mode=OneWay}"
-                        Subject="{x:Bind Subject, Mode=OneWay}" />
+                        MailItemInformation="{x:Bind}" />
                 </controls:WinoExpander.Header>
                 <controls:WinoExpander.Content>
                     <listview:WinoListView

Wino.Mail.WinUI/Views/Mail/MailListPage.xaml.cs

@@ -633,7 +633,8 @@ public sealed partial class MailListPage : MailListPageAbstract,
         //   * Clicking a single (non-thread) item OR a child item: collapse & unselect all others then toggle that item's selection.
         //       If it was selected, result is nothing selected.
 
-        bool isCtrlPressed = KeyPressService.IsCtrlKeyPressed();
+        // Treat toolbar multi-select mode the same as holding CTRL for click selection behavior.
+        bool isCtrlPressed = KeyPressService.IsCtrlKeyPressed() || ViewModel.IsMultiSelectionModeEnabled;
 
         // Helper local to collapse all other threads (we always collapse ALL then possibly re-expand the active thread per rules)
         async Task CollapseAllThreadsExceptAsync(ThreadMailItemViewModel? except)
@@ -648,6 +649,36 @@ public sealed partial class MailListPage : MailListPageAbstract,
             }
         }
 
+        ThreadMailItemViewModel? FindParentThread(MailItemViewModel mail)
+        {
+            foreach (var group in ViewModel.MailCollection.MailItems)
+            {
+                foreach (var item in group)
+                {
+                    if (item is ThreadMailItemViewModel thread && thread.ThreadEmails.Contains(mail))
+                    {
+                        return thread;
+                    }
+                }
+            }
+
+            return null;
+        }
+
+        static void SyncThreadSelectionFromChildren(ThreadMailItemViewModel? thread)
+        {
+            if (thread == null) return;
+
+            bool hasSelectedChildren = thread.ThreadEmails.Any(child => child.IsSelected);
+            thread.IsSelected = hasSelectedChildren;
+
+            // Keep thread open while it has selected children.
+            if (hasSelectedChildren)
+            {
+                thread.IsThreadExpanded = true;
+            }
+        }
+
         if (isCtrlPressed)
         {
             switch (clickedItem)
@@ -678,6 +709,7 @@ public sealed partial class MailListPage : MailListPageAbstract,
                     {
                         // Toggle just this item; no collapse/unselect of others in multi-select mode.
                         mail.IsSelected = !mail.IsSelected;
+                        SyncThreadSelectionFromChildren(FindParentThread(mail));
                         break;
                     }
             }
@@ -730,20 +762,7 @@ public sealed partial class MailListPage : MailListPageAbstract,
 
             // Determine if this mail belongs to an already selected & expanded thread.
             // If so, we only want to switch the selection inside that thread without collapsing or unselecting the thread header.
-            ThreadMailItemViewModel? parentThread = null;
-
-            foreach (var group in ViewModel.MailCollection.MailItems)
-            {
-                foreach (var item in group)
-                {
-                    if (item is ThreadMailItemViewModel thread && thread.ThreadEmails.Contains(clickedMail))
-                    {
-                        parentThread = thread;
-                        break;
-                    }
-                }
-                if (parentThread != null) break;
-            }
+            ThreadMailItemViewModel? parentThread = FindParentThread(clickedMail);
 
             bool isInSelectedExpandedThread = parentThread != null && parentThread.IsSelected && parentThread.IsThreadExpanded;
 
@@ -758,20 +777,31 @@ public sealed partial class MailListPage : MailListPageAbstract,
                     }
                 }
 
-                if (wasSelected && parentThread != null)
-                {
-                    // Clicking the already selected child should leave the thread header selected (canonical state: thread + first child previously).
-                    // Decide whether to keep a child selected; spec wants toggle off allowed, so leave no child selected.
-                    // Ensure parent thread stays selected & expanded.
-                    parentThread.IsSelected = true;
-                    parentThread.IsThreadExpanded = true;
-                }
+                SyncThreadSelectionFromChildren(parentThread);
                 return; // Done.
             }
 
             // Normal single-item (non-thread or entering a thread via child) behavior.
             await ViewModel.MailCollection.UnselectAllAsync();
-            await ViewModel.MailCollection.CollapseAllThreadsAsync();
+
+            // If parent thread is already expanded, keep it as-is to avoid collapse/expand animation.
+            if (parentThread != null && parentThread.IsThreadExpanded)
+            {
+                foreach (var group in ViewModel.MailCollection.MailItems)
+                {
+                    foreach (var item in group)
+                    {
+                        if (item is ThreadMailItemViewModel thread && !ReferenceEquals(thread, parentThread))
+                        {
+                            thread.IsThreadExpanded = false;
+                        }
+                    }
+                }
+            }
+            else
+            {
+                await ViewModel.MailCollection.CollapseAllThreadsAsync();
+            }
 
             if (parentThread != null && selectExpandThread)
             {
@@ -784,6 +814,8 @@ public sealed partial class MailListPage : MailListPageAbstract,
             {
                 clickedMail.IsSelected = true; // Toggle on
             }
+
+            SyncThreadSelectionFromChildren(parentThread);
         }
     }
 

Wino.Mail.WinUI/Views/Settings/ContactsPage.xaml

@@ -3,99 +3,100 @@
     xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
     xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
     xmlns:abstract="using:Wino.Views.Abstract"
-    xmlns:controls="using:Wino.Controls"
-    xmlns:controls1="using:CommunityToolkit.WinUI.Controls"
     xmlns:d="http://schemas.microsoft.com/expression/blend/2008"
     xmlns:domain="using:Wino.Core.Domain"
     xmlns:entities="using:Wino.Core.Domain.Entities.Shared"
     xmlns:helpers="using:Wino.Helpers"
+    xmlns:listview="using:Wino.Mail.WinUI.Controls.ListView"
     xmlns:mc="http://schemas.openxmlformats.org/markup-compatibility/2006"
-    xmlns:muxc="using:Microsoft.UI.Xaml.Controls"
+    xmlns:toolkitExt="using:CommunityToolkit.WinUI"
     x:Name="root"
     mc:Ignorable="d">
 
     <Page.Resources>
         <DataTemplate x:Key="ContactTemplate" x:DataType="entities:AccountContact">
-            <Grid Margin="0,4" Padding="16,12">
-                <Grid.ColumnDefinitions>
-                    <ColumnDefinition Width="Auto" />
-                    <ColumnDefinition Width="*" />
-                    <ColumnDefinition Width="Auto" />
-                </Grid.ColumnDefinitions>
+            <Grid Margin="0,0,0,8" Padding="0,4">
+                <Border
+                    Background="{ThemeResource CardBackgroundFillColorSecondaryBrush}"
+                    BorderBrush="{ThemeResource CardStrokeColorDefaultBrush}"
+                    BorderThickness="1"
+                    CornerRadius="8" />
 
-                <!--  Contact Picture  -->
-                <PersonPicture
-                    Grid.Column="0"
-                    Width="48"
-                    Height="48"
-                    Margin="0,0,16,0"
-                    DisplayName="{x:Bind Name}"
-                    ProfilePicture="{x:Bind helpers:XamlHelpers.Base64ToBitmapImage(Base64ContactPicture)}" />
+                <Grid Padding="12" ColumnSpacing="12">
+                    <Grid.ColumnDefinitions>
+                        <ColumnDefinition Width="Auto" />
+                        <ColumnDefinition Width="*" />
+                        <ColumnDefinition Width="Auto" />
+                    </Grid.ColumnDefinitions>
 
-                <!--  Contact Info  -->
-                <StackPanel Grid.Column="1" VerticalAlignment="Center">
-                    <TextBlock
-                        FontWeight="SemiBold"
-                        Text="{x:Bind Name}"
-                        TextTrimming="CharacterEllipsis" />
-                    <TextBlock
-                        Foreground="{ThemeResource TextFillColorSecondaryBrush}"
-                        Style="{StaticResource CaptionTextBlockStyle}"
-                        Text="{x:Bind Address}"
-                        TextTrimming="CharacterEllipsis" />
-                    <StackPanel Orientation="Horizontal" Spacing="8">
+                    <PersonPicture
+                        Grid.Column="0"
+                        Width="40"
+                        Height="40"
+                        DisplayName="{x:Bind Name, Mode=OneTime, TargetNullValue=''}"
+                        ProfilePicture="{x:Bind helpers:XamlHelpers.Base64ToBitmapImage(Base64ContactPicture), Mode=OneWay}" />
+
+                    <StackPanel
+                        Grid.Column="1"
+                        VerticalAlignment="Center"
+                        Spacing="2">
+                        <TextBlock
+                            FontSize="14"
+                            FontWeight="SemiBold"
+                            Text="{x:Bind Name, Mode=OneTime, TargetNullValue=''}"
+                            TextTrimming="CharacterEllipsis" />
+                        <TextBlock
+                            Foreground="{ThemeResource TextFillColorSecondaryBrush}"
+                            Style="{StaticResource CaptionTextBlockStyle}"
+                            Text="{x:Bind Address, Mode=OneTime}"
+                            TextTrimming="CharacterEllipsis" />
                         <Border
-                            Padding="4,2"
-                            Background="{ThemeResource AccentFillColorDefaultBrush}"
-                            CornerRadius="2"
-                            Visibility="{x:Bind IsRootContact}">
-                            <TextBlock
-                                FontSize="10"
-                                Foreground="{ThemeResource TextOnAccentFillColorPrimaryBrush}"
-                                Text="{x:Bind domain:Translator.ContactStatus_Account, Mode=OneTime}" />
-                        </Border>
-                        <Border
-                            Padding="4,2"
-                            CornerRadius="2"
-                            Visibility="{x:Bind IsOverridden}">
-                            <TextBlock FontSize="10" Text="{x:Bind domain:Translator.ContactStatus_Modified, Mode=OneTime}" />
+                            x:Name="ModifiedBorder"
+                            Padding="6,2"
+                            HorizontalAlignment="Left"
+                            x:Load="{x:Bind IsOverridden, Mode=OneTime}"
+                            Background="{ThemeResource SubtleFillColorSecondaryBrush}"
+                            CornerRadius="4">
+                            <TextBlock Style="{StaticResource CaptionTextBlockStyle}" Text="{x:Bind domain:Translator.ContactStatus_Modified, Mode=OneTime}" />
                         </Border>
                     </StackPanel>
-                </StackPanel>
 
-                <!--  Actions  -->
-                <StackPanel
-                    Grid.Column="2"
-                    Orientation="Horizontal"
-                    Spacing="8">
-                    <Button
-                        Click="EditContact_Click"
-                        CommandParameter="{x:Bind}"
-                        Style="{StaticResource SubtleButtonStyle}"
-                        ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_Edit, Mode=OneTime}">
-                        <FontIcon FontSize="16" Glyph="&#xE70F;" />
-                    </Button>
-                    <Button
-                        Click="PickContactPhoto_Click"
-                        CommandParameter="{x:Bind}"
-                        Style="{StaticResource SubtleButtonStyle}"
-                        ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_ChangePhoto, Mode=OneTime}">
-                        <FontIcon FontSize="16" Glyph="&#xE91B;" />
-                    </Button>
-                    <Button
-                        Click="DeleteContact_Click"
-                        CommandParameter="{x:Bind}"
-                        IsEnabled="{x:Bind helpers:XamlHelpers.ReverseBoolConverter(IsRootContact)}"
-                        Style="{StaticResource SubtleButtonStyle}"
-                        ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_Delete, Mode=OneTime}">
-                        <FontIcon FontSize="16" Glyph="&#xE74D;" />
-                    </Button>
-                </StackPanel>
+                    <StackPanel
+                        Grid.Column="2"
+                        VerticalAlignment="Center"
+                        Orientation="Horizontal"
+                        Spacing="4">
+                        <Button
+                            Click="EditContact_Click"
+                            CommandParameter="{x:Bind}"
+                            Style="{StaticResource SubtleButtonStyle}"
+                            ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_Edit, Mode=OneTime}">
+                            <FontIcon FontSize="14" Glyph="&#xE70F;" />
+                        </Button>
+                        <Button
+                            Click="PickContactPhoto_Click"
+                            CommandParameter="{x:Bind}"
+                            Style="{StaticResource SubtleButtonStyle}"
+                            ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_ChangePhoto, Mode=OneTime}">
+                            <FontIcon FontSize="14" Glyph="&#xE91B;" />
+                        </Button>
+                        <Button
+                            Click="DeleteContact_Click"
+                            CommandParameter="{x:Bind}"
+                            Style="{StaticResource SubtleButtonStyle}"
+                            ToolTipService.ToolTip="{x:Bind domain:Translator.ContactAction_Delete, Mode=OneTime}">
+                            <FontIcon FontSize="14" Glyph="&#xE74D;" />
+                        </Button>
+                    </StackPanel>
+                </Grid>
             </Grid>
         </DataTemplate>
     </Page.Resources>
 
-    <Grid MaxWidth="700">
+    <Grid
+        MaxWidth="980"
+        Padding="24,20,24,16"
+        RowSpacing="12">
         <Grid.RowDefinitions>
             <RowDefinition Height="Auto" />
             <RowDefinition Height="Auto" />
@@ -103,14 +104,13 @@
             <RowDefinition Height="*" />
         </Grid.RowDefinitions>
 
-        <!--  Header  -->
-        <Grid Grid.Row="0" Padding="24,16">
+        <Grid Grid.Row="0">
             <Grid.ColumnDefinitions>
                 <ColumnDefinition Width="*" />
                 <ColumnDefinition Width="Auto" />
             </Grid.ColumnDefinitions>
 
-            <StackPanel Grid.Column="0">
+            <StackPanel>
                 <TextBlock
                     FontSize="28"
                     FontWeight="SemiBold"
@@ -118,122 +118,175 @@
                 <TextBlock Foreground="{ThemeResource TextFillColorSecondaryBrush}" Text="{x:Bind domain:Translator.ContactsPage_Subtitle, Mode=OneTime}" />
             </StackPanel>
 
-            <StackPanel
+            <Button
                 Grid.Column="1"
-                Orientation="Horizontal"
-                Spacing="8">
-                <Button Command="{x:Bind ViewModel.AddContactCommand}" Style="{StaticResource AccentButtonStyle}">
-                    <StackPanel Orientation="Horizontal" Spacing="8">
-                        <FontIcon FontSize="16" Glyph="&#xE710;" />
-                        <TextBlock Text="{x:Bind domain:Translator.ContactAction_Add, Mode=OneTime}" />
-                    </StackPanel>
-                </Button>
-                <Button Command="{x:Bind ViewModel.ToggleSelectionCommand}" Style="{StaticResource DefaultButtonStyle}">
-                    <StackPanel Orientation="Horizontal" Spacing="8">
-                        <FontIcon FontSize="16" Glyph="&#xE762;" />
-                        <TextBlock Text="{x:Bind helpers:XamlHelpers.BoolToSelectionModeText(ViewModel.IsSelectionMode), Mode=OneWay}" />
-                    </StackPanel>
-                </Button>
-            </StackPanel>
+                Command="{x:Bind ViewModel.AddContactCommand}"
+                Style="{StaticResource AccentButtonStyle}">
+                <StackPanel Orientation="Horizontal" Spacing="8">
+                    <FontIcon FontSize="14" Glyph="&#xE710;" />
+                    <TextBlock Text="{x:Bind domain:Translator.ContactAction_Add, Mode=OneTime}" />
+                </StackPanel>
+            </Button>
         </Grid>
 
-        <!--  Search and Selection Bar  -->
-        <Grid
-            Grid.Row="2"
-            Padding="24,0,24,16"
-            Visibility="{x:Bind ViewModel.IsSelectionMode, Mode=OneWay}">
+        <Grid Grid.Row="1" ColumnSpacing="8">
             <Grid.ColumnDefinitions>
                 <ColumnDefinition Width="*" />
                 <ColumnDefinition Width="Auto" />
+                <ColumnDefinition Width="Auto" />
             </Grid.ColumnDefinitions>
 
-            <StackPanel Orientation="Horizontal" Spacing="16">
-                <TextBlock
-                    VerticalAlignment="Center"
-                    Text="{x:Bind ViewModel.SelectedContactsCount, Mode=OneWay}"
-                    TextWrapping="Wrap">
-                    <Run Text="{x:Bind ViewModel.SelectedContactsCount, Mode=OneWay}" />
-                    <Run Text="{x:Bind domain:Translator.ContactSelection_Selected, Mode=OneTime}" />
-                </TextBlock>
-            </StackPanel>
+            <AutoSuggestBox
+                PlaceholderText="{x:Bind domain:Translator.ContactsPage_SearchPlaceholder, Mode=OneTime}"
+                QueryIcon="Find"
+                Text="{x:Bind ViewModel.SearchQuery, Mode=TwoWay}" />
 
-            <StackPanel
+            <Button
                 Grid.Column="1"
-                Orientation="Horizontal"
-                Spacing="8">
-                <Button Command="{x:Bind ViewModel.SelectAllContactsCommand}" Style="{StaticResource SubtleButtonStyle}">
-                    <TextBlock Text="{x:Bind domain:Translator.ContactSelection_SelectAll, Mode=OneTime}" />
-                </Button>
-                <Button Command="{x:Bind ViewModel.ClearSelectionCommand}" Style="{StaticResource SubtleButtonStyle}">
-                    <TextBlock Text="{x:Bind domain:Translator.ContactSelection_Clear, Mode=OneTime}" />
-                </Button>
-                <Button
-                    Command="{x:Bind ViewModel.DeleteSelectedContactsCommand}"
-                    IsEnabled="{x:Bind helpers:XamlHelpers.CountToBooleanConverter(ViewModel.SelectedContactsCount), Mode=OneWay}"
-                    Style="{StaticResource SubtleButtonStyle}">
-                    <StackPanel Orientation="Horizontal" Spacing="8">
-                        <FontIcon FontSize="16" Glyph="&#xE74D;" />
-                        <TextBlock Text="{x:Bind domain:Translator.ContactAction_Delete, Mode=OneTime}" />
-                    </StackPanel>
-                </Button>
-            </StackPanel>
+                Command="{x:Bind ViewModel.ReloadContactsCommand}"
+                Style="{StaticResource SubtleButtonStyle}"
+                ToolTipService.ToolTip="{x:Bind domain:Translator.Buttons_Refresh, Mode=OneTime}">
+                <FontIcon FontSize="14" Glyph="&#xE72C;" />
+            </Button>
+
+            <Button
+                Grid.Column="2"
+                Command="{x:Bind ViewModel.ToggleSelectionCommand}"
+                Style="{StaticResource SubtleButtonStyle}">
+                <StackPanel Orientation="Horizontal" Spacing="8">
+                    <FontIcon FontSize="14" Glyph="&#xE762;" />
+                    <TextBlock Text="{x:Bind helpers:XamlHelpers.BoolToSelectionModeText(ViewModel.IsSelectionMode), Mode=OneWay}" />
+                </StackPanel>
+            </Button>
         </Grid>
 
-        <!--  Search Box  -->
-        <AutoSuggestBox
-            Grid.Row="1"
-            Margin="24,0,24,16"
-            PlaceholderText="{x:Bind domain:Translator.ContactsPage_SearchPlaceholder, Mode=OneTime}"
-            QueryIcon="Find"
-            Text="{x:Bind ViewModel.SearchQuery, Mode=TwoWay}"
-            Visibility="{x:Bind ViewModel.IsSelectionMode, Mode=OneWay}" />
+        <Grid
+            x:Name="SelectionModeGrid"
+            Grid.Row="2"
+            x:Load="{x:Bind ViewModel.IsSelectionMode, Mode=OneWay}"
+            ColumnSpacing="8">
+            <Grid.ColumnDefinitions>
+                <ColumnDefinition Width="*" />
+                <ColumnDefinition Width="Auto" />
+                <ColumnDefinition Width="Auto" />
+                <ColumnDefinition Width="Auto" />
+            </Grid.ColumnDefinitions>
 
-        <!--  Content  -->
-        <Grid Grid.Row="3" Padding="24,0">
-            <!--  Loading Indicator  -->
-            <ProgressRing
-                Width="48"
-                Height="48"
-                HorizontalAlignment="Center"
-                VerticalAlignment="Center"
-                IsActive="{x:Bind ViewModel.IsLoading, Mode=OneWay}"
-                Visibility="{x:Bind ViewModel.IsLoading, Mode=OneWay}" />
+            <TextBlock VerticalAlignment="Center">
+                <Run Text="{x:Bind ViewModel.SelectedContactsCount, Mode=OneWay}" />
+                <Run Text=" " />
+                <Run Text="{x:Bind domain:Translator.ContactSelection_Selected, Mode=OneTime}" />
+            </TextBlock>
 
-            <!--  Contacts List  -->
-            <ListView
-                ItemTemplate="{StaticResource ContactTemplate}"
-                ItemsSource="{x:Bind ViewModel.Contacts, Mode=OneWay}"
-                SelectionMode="{x:Bind helpers:XamlHelpers.BoolToSelectionMode(ViewModel.IsSelectionMode), Mode=OneWay}">
-                <ListView.ItemContainerTransitions>
-                    <TransitionCollection>
-                        <AddDeleteThemeTransition />
-                        <ContentThemeTransition />
-                        <ReorderThemeTransition />
-                        <EntranceThemeTransition IsStaggeringEnabled="True" />
-                    </TransitionCollection>
-                </ListView.ItemContainerTransitions>
-            </ListView>
+            <Button
+                Grid.Column="1"
+                Click="SelectAllContacts_Click"
+                Style="{StaticResource SubtleButtonStyle}">
+                <TextBlock Text="{x:Bind domain:Translator.ContactSelection_SelectAll, Mode=OneTime}" />
+            </Button>
+
+            <Button
+                Grid.Column="2"
+                Click="ClearSelection_Click"
+                Style="{StaticResource SubtleButtonStyle}">
+                <TextBlock Text="{x:Bind domain:Translator.ContactSelection_Clear, Mode=OneTime}" />
+            </Button>
+
+            <Button
+                Grid.Column="3"
+                Command="{x:Bind ViewModel.DeleteSelectedContactsCommand}"
+                Style="{StaticResource SubtleButtonStyle}">
+                <StackPanel Orientation="Horizontal" Spacing="8">
+                    <FontIcon FontSize="14" Glyph="&#xE74D;" />
+                    <TextBlock Text="{x:Bind domain:Translator.ContactsPage_DeleteSelectedContacts, Mode=OneTime}" />
+                </StackPanel>
+            </Button>
+        </Grid>
+
+        <Grid Grid.Row="3">
+            <Border
+                Background="{ThemeResource CardBackgroundFillColorDefaultBrush}"
+                BorderBrush="{ThemeResource CardStrokeColorDefaultBrush}"
+                BorderThickness="1"
+                CornerRadius="10">
+                <Grid>
+                    <Grid.RowDefinitions>
+                        <RowDefinition Height="Auto" />
+                        <RowDefinition Height="*" />
+                        <RowDefinition Height="Auto" />
+                    </Grid.RowDefinitions>
+
+                    <Grid
+                        Grid.Row="0"
+                        Padding="12,10"
+                        BorderBrush="{ThemeResource CardStrokeColorDefaultBrush}"
+                        BorderThickness="0,0,0,1">
+                        <TextBlock Foreground="{ThemeResource TextFillColorSecondaryBrush}">
+                            <Run Text="{x:Bind ViewModel.TotalContactsCount, Mode=OneWay}" />
+                            <Run Text=" " />
+                            <Run Text="{x:Bind domain:Translator.ContactsPage_ContactsCountSuffix, Mode=OneTime}" />
+                        </TextBlock>
+                    </Grid>
+
+                    <listview:WinoListView
+                        x:Name="ContactsListView"
+                        Grid.Row="1"
+                        Margin="6"
+                        toolkitExt:ListViewExtensions.ItemContainerStretchDirection="Horizontal"
+                        IsMultiSelectCheckBoxEnabled="{x:Bind ViewModel.IsSelectionMode, Mode=OneWay}"
+                        ItemTemplate="{StaticResource ContactTemplate}"
+                        ItemsSource="{x:Bind ViewModel.Contacts, Mode=OneWay}"
+                        LoadMoreCommand="{x:Bind ViewModel.LoadMoreContactsCommand}"
+                        SelectionChanged="ContactsListView_SelectionChanged"
+                        SelectionMode="{x:Bind helpers:XamlHelpers.BoolToSelectionMode(ViewModel.IsSelectionMode), Mode=OneWay}">
+                        <listview:WinoListView.ItemContainerTransitions>
+                            <TransitionCollection>
+                                <AddDeleteThemeTransition />
+                                <ContentThemeTransition />
+                                <EntranceThemeTransition IsStaggeringEnabled="True" />
+                            </TransitionCollection>
+                        </listview:WinoListView.ItemContainerTransitions>
+                    </listview:WinoListView>
+
+                    <ProgressRing
+                        Grid.Row="2"
+                        Width="24"
+                        Height="24"
+                        Margin="0,8,0,10"
+                        HorizontalAlignment="Center"
+                        IsActive="{x:Bind ViewModel.IsLoadingMore, Mode=OneWay}"
+                        Visibility="{x:Bind ViewModel.IsLoadingMore, Mode=OneWay}" />
+                </Grid>
+            </Border>
+
+            <Grid
+                x:Name="LoadingGrid"
+                x:Load="{x:Bind ViewModel.IsLoading, Mode=OneWay}"
+                Background="{ThemeResource CardBackgroundFillColorDefaultBrush}">
+                <ProgressRing
+                    Width="48"
+                    Height="48"
+                    HorizontalAlignment="Center"
+                    VerticalAlignment="Center"
+                    IsActive="True" />
+            </Grid>
 
-            <!--  Empty State  -->
             <StackPanel
+                x:Name="IsEmptyPanel"
                 HorizontalAlignment="Center"
                 VerticalAlignment="Center"
-                Spacing="16"
-                Visibility="{x:Bind helpers:XamlHelpers.CountToVisibilityConverter(ViewModel.SelectedContactsCount), Mode=OneWay}">
+                x:Load="{x:Bind ViewModel.IsEmpty, Mode=OneWay}"
+                Spacing="10">
                 <FontIcon
-                    FontSize="48"
-                    Foreground="{ThemeResource TextFillColorTertiaryBrush}"
+                    FontSize="40"
+                    Foreground="{ThemeResource TextFillColorSecondaryBrush}"
                     Glyph="&#xE716;" />
                 <TextBlock
                     HorizontalAlignment="Center"
                     Foreground="{ThemeResource TextFillColorSecondaryBrush}"
-                    Text="{x:Bind domain:Translator.ContactsPage_EmptyState, Mode=OneTime}"
-                    TextAlignment="Center" />
+                    Text="{x:Bind domain:Translator.ContactsPage_NoContacts, Mode=OneTime}" />
                 <Button Command="{x:Bind ViewModel.AddContactCommand}" Style="{StaticResource AccentButtonStyle}">
-                    <StackPanel Orientation="Horizontal" Spacing="8">
-                        <FontIcon FontSize="16" Glyph="&#xE710;" />
-                        <TextBlock Text="{x:Bind domain:Translator.ContactsPage_AddFirstContact, Mode=OneTime}" />
-                    </StackPanel>
+                    <TextBlock Text="{x:Bind domain:Translator.ContactsPage_AddFirstContact, Mode=OneTime}" />
                 </Button>
             </StackPanel>
         </Grid>

Wino.Mail.WinUI/Views/Settings/ContactsPage.xaml.cs

@@ -1,5 +1,9 @@
+using System;
+using System.ComponentModel;
+using System.Linq;
 using Microsoft.UI.Xaml.Controls;
 using Wino.Core.Domain.Entities.Shared;
+using Wino.Mail.ViewModels;
 using Wino.Views.Abstract;
 
 namespace Wino.Views.Settings;
@@ -9,6 +13,9 @@ public sealed partial class ContactsPage : ContactsPageAbstract
     public ContactsPage()
     {
         InitializeComponent();
+
+        ViewModel.PropertyChanged += ViewModelPropertyChanged;
+        Unloaded += ContactsPageUnloaded;
     }
 
     private void EditContact_Click(object sender, Microsoft.UI.Xaml.RoutedEventArgs e)
@@ -34,4 +41,73 @@ public sealed partial class ContactsPage : ContactsPageAbstract
             ViewModel.DeleteContactCommand.Execute(contact);
         }
     }
+
+    private void ContactsListView_SelectionChanged(object sender, SelectionChangedEventArgs e)
+    {
+        if (sender is not ListView)
+            return;
+
+        if (!ViewModel.IsSelectionMode)
+        {
+            ClearSelection();
+            return;
+        }
+
+        foreach (var removedItem in e.RemovedItems.OfType<AccountContact>())
+        {
+            var selectedContact = ViewModel.SelectedContacts.FirstOrDefault(c =>
+                string.Equals(c.Address, removedItem.Address, StringComparison.OrdinalIgnoreCase));
+
+            if (selectedContact != null)
+            {
+                ViewModel.SelectedContacts.Remove(selectedContact);
+            }
+        }
+
+        foreach (var addedItem in e.AddedItems.OfType<AccountContact>())
+        {
+            var alreadySelected = ViewModel.SelectedContacts.Any(c =>
+                string.Equals(c.Address, addedItem.Address, StringComparison.OrdinalIgnoreCase));
+
+            if (!alreadySelected)
+            {
+                ViewModel.SelectedContacts.Add(addedItem);
+            }
+        }
+    }
+
+    private void SelectAllContacts_Click(object sender, Microsoft.UI.Xaml.RoutedEventArgs e)
+    {
+        if (!ViewModel.IsSelectionMode)
+            return;
+
+        ContactsListView.SelectAll();
+    }
+
+    private void ClearSelection_Click(object sender, Microsoft.UI.Xaml.RoutedEventArgs e)
+    {
+        ClearSelection();
+    }
+
+    private void ViewModelPropertyChanged(object sender, PropertyChangedEventArgs e)
+    {
+        if (e.PropertyName == nameof(ContactsPageViewModel.IsSelectionMode) && !ViewModel.IsSelectionMode)
+        {
+            ClearSelection();
+        }
+    }
+
+    private void ContactsPageUnloaded(object sender, Microsoft.UI.Xaml.RoutedEventArgs e)
+    {
+        ViewModel.PropertyChanged -= ViewModelPropertyChanged;
+        Unloaded -= ContactsPageUnloaded;
+    }
+
+    private void ClearSelection()
+    {
+        ContactsListView.SelectionChanged -= ContactsListView_SelectionChanged;
+        ContactsListView.SelectedItems.Clear();
+        ContactsListView.SelectionChanged += ContactsListView_SelectionChanged;
+        ViewModel.SelectedContacts.Clear();
+    }
 }

Wino.Mail.WinUI/Views/Settings/PersonalizationPage.xaml

@@ -26,28 +26,25 @@
         <DataTemplate x:Key="CompactDisplayModePreviewTemplate" x:DataType="enums:MailListDisplayMode">
             <controls1:MailItemDisplayInformationControl
                 DisplayMode="Compact"
-                FromAddress="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromAddress}"
-                FromName="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromName}"
+                MailItemInformation="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailItemInformation}"
                 ShowPreviewText="False"
-                Subject="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.Subject}" />
+                />
         </DataTemplate>
 
         <DataTemplate x:Key="MediumDisplayModePreviewTemplate" x:DataType="enums:MailListDisplayMode">
             <controls1:MailItemDisplayInformationControl
                 DisplayMode="Medium"
-                FromAddress="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromAddress}"
-                FromName="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromName}"
+                MailItemInformation="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailItemInformation}"
                 ShowPreviewText="True"
-                Subject="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.Subject}" />
+                />
         </DataTemplate>
 
         <DataTemplate x:Key="SpaciousDisplayModePreviewTemplate" x:DataType="enums:MailListDisplayMode">
             <controls1:MailItemDisplayInformationControl
                 DisplayMode="Spacious"
-                FromAddress="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromAddress}"
-                FromName="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.FromName}"
+                MailItemInformation="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailItemInformation}"
                 ShowPreviewText="True"
-                Subject="{Binding ElementName=root, Path=ViewModel.DemoPreviewMailCopy.Subject}" />
+                />
         </DataTemplate>
 
         <mailSelectors:MailItemDisplayModePreviewTemplateSelector

Wino.Services/ContactService.cs

@@ -6,6 +6,7 @@ using MimeKit;
 using Serilog;
 using Wino.Core.Domain.Entities.Shared;
 using Wino.Core.Domain.Interfaces;
+using Wino.Core.Domain.Models.Contacts;
 using Wino.Services.Extensions;
 
 namespace Wino.Services;
@@ -38,32 +39,91 @@ public class ContactService : BaseDatabaseService, IContactService
 
     public async Task SaveAddressInformationAsync(MimeMessage message)
     {
-        var recipients = message
-                    .GetRecipients(true)
-                    .Where(a => !string.IsNullOrEmpty(a.Name) && !string.IsNullOrEmpty(a.Address));
+        if (message == null) return;
 
-        var addressInformations = recipients.Select(a => new AccountContact() { Name = a.Name, Address = a.Address });
+        var contacts = message
+            .GetRecipients(true)
+            .Where(a => !string.IsNullOrWhiteSpace(a.Address))
+            .Select(a => new AccountContact
+            {
+                Name = string.IsNullOrWhiteSpace(a.Name) ? a.Address : a.Name,
+                Address = a.Address
+            });
 
-        foreach (var info in addressInformations)
+        await SaveAddressInformationInternalAsync(contacts).ConfigureAwait(false);
+    }
+
+    public async Task SaveAddressInformationAsync(IEnumerable<AccountContact> contacts)
+    {
+        if (contacts == null) return;
+
+        await SaveAddressInformationInternalAsync(contacts).ConfigureAwait(false);
+    }
+
+    private async Task SaveAddressInformationInternalAsync(IEnumerable<AccountContact> contacts)
+    {
+        var addressInformations = contacts
+            .Where(a => a != null && !string.IsNullOrWhiteSpace(a.Address))
+            .Select(a => new AccountContact
+            {
+                Address = a.Address.Trim(),
+                Name = string.IsNullOrWhiteSpace(a.Name) ? a.Address.Trim() : a.Name.Trim()
+            })
+            .GroupBy(a => a.Address, StringComparer.OrdinalIgnoreCase)
+            .Select(g => g.First())
+            .ToList();
+
+        if (addressInformations.Count == 0) return;
+
+        try
         {
-            var currentContact = await GetAddressInformationByAddressAsync(info.Address).ConfigureAwait(false);
+            // Batch-fetch all existing contacts in one query.
+            var addresses = addressInformations.Select(a => a.Address).ToList();
+            var placeholders = string.Join(",", addresses.Select((_, i) => "?"));
+            var existingContacts = await Connection.QueryAsync<AccountContact>(
+                $"SELECT * FROM AccountContact WHERE Address IN ({placeholders})",
+                addresses.Cast<object>().ToArray()
+            ).ConfigureAwait(false);
 
-            try
+            var existingLookup = existingContacts.ToDictionary(c => c.Address, StringComparer.OrdinalIgnoreCase);
+
+            var toInsert = new List<AccountContact>();
+            var toUpdate = new List<AccountContact>();
+
+            foreach (var info in addressInformations)
             {
-                if (currentContact == null)
+                if (!existingLookup.TryGetValue(info.Address, out var existing))
                 {
-                    await Connection.InsertAsync(info, typeof(AccountContact)).ConfigureAwait(false);
+                    toInsert.Add(info);
                 }
-                else if (!currentContact.IsRootContact && !currentContact.IsOverridden) // Don't update root contacts or overridden contacts.
+                else if (!existing.IsRootContact && !existing.IsOverridden)
                 {
-                    await Connection.InsertOrReplaceAsync(info, typeof(AccountContact)).ConfigureAwait(false);
+                    // Only update if the new name is more informative (not just the email address)
+                    // and actually different from the current name.
+                    if (info.Name != info.Address && existing.Name != info.Name)
+                    {
+                        existing.Name = info.Name;
+                        toUpdate.Add(existing);
+                    }
                 }
             }
-            catch (Exception ex)
+
+            if (toInsert.Count > 0 || toUpdate.Count > 0)
             {
-                Log.Error("Failed to add contact information to the database.", ex);
+                await Connection.RunInTransactionAsync(conn =>
+                {
+                    if (toInsert.Count > 0)
+                        conn.InsertAll(toInsert, typeof(AccountContact));
+
+                    foreach (var contact in toUpdate)
+                        conn.Update(contact, typeof(AccountContact));
+                }).ConfigureAwait(false);
             }
         }
+        catch (Exception ex)
+        {
+            Log.Error(ex, "Failed to batch save contact information to the database.");
+        }
     }
 
     public Task<List<AccountContact>> GetAllContactsAsync()
@@ -81,6 +141,47 @@ public class ContactService : BaseDatabaseService, IContactService
         return Connection.QueryAsync<AccountContact>(query, pattern, pattern);
     }
 
+    public async Task<PagedContactsResult> GetContactsPageAsync(int offset, int pageSize, string searchQuery = null, bool excludeRootContacts = false)
+    {
+        offset = Math.Max(0, offset);
+        pageSize = Math.Max(1, pageSize);
+
+        var whereClauses = new List<string>();
+        var parameters = new List<object>();
+
+        if (excludeRootContacts)
+        {
+            whereClauses.Add("IsRootContact = 0");
+        }
+
+        if (!string.IsNullOrWhiteSpace(searchQuery))
+        {
+            var pattern = $"%{searchQuery.Trim()}%";
+            whereClauses.Add("(Address LIKE ? OR Name LIKE ?)");
+            parameters.Add(pattern);
+            parameters.Add(pattern);
+        }
+
+        var whereSql = whereClauses.Count > 0
+            ? $" WHERE {string.Join(" AND ", whereClauses)}"
+            : string.Empty;
+
+        var countQuery = $"SELECT COUNT(*) FROM AccountContact{whereSql}";
+        var totalCount = await Connection.ExecuteScalarAsync<int>(countQuery, parameters.ToArray()).ConfigureAwait(false);
+
+        var pageParameters = new List<object>(parameters)
+        {
+            pageSize,
+            offset
+        };
+
+        var pageQuery = $"SELECT * FROM AccountContact{whereSql} ORDER BY COALESCE(Name, Address) COLLATE NOCASE, Address COLLATE NOCASE LIMIT ? OFFSET ?";
+        var contacts = await Connection.QueryAsync<AccountContact>(pageQuery, pageParameters.ToArray()).ConfigureAwait(false);
+        var hasMore = offset + contacts.Count < totalCount;
+
+        return new PagedContactsResult(contacts, totalCount, hasMore, offset, pageSize);
+    }
+
     public async Task<AccountContact> UpdateContactAsync(AccountContact contact)
     {
         // Mark the contact as overridden when manually updated
@@ -103,9 +204,13 @@ public class ContactService : BaseDatabaseService, IContactService
 
     public async Task DeleteContactsAsync(IEnumerable<string> addresses)
     {
-        foreach (var address in addresses)
-        {
-            await DeleteContactAsync(address).ConfigureAwait(false);
-        }
+        var addressList = addresses.Where(a => !string.IsNullOrEmpty(a)).ToList();
+        if (addressList.Count == 0) return;
+
+        var placeholders = string.Join(",", addressList.Select((_, i) => "?"));
+        await Connection.ExecuteAsync(
+            $"DELETE FROM AccountContact WHERE Address IN ({placeholders}) AND IsRootContact = 0",
+            addressList.Cast<object>().ToArray()
+        ).ConfigureAwait(false);
     }
 }

Wino.Services/MailService.cs

@@ -715,11 +715,12 @@ public class MailService : BaseDatabaseService, IMailService
         mailCopy.SenderContact = await GetSenderContactForAccountAsync(account, mailCopy.FromAddress).ConfigureAwait(false);
         mailCopy.FolderId = mailItemFolder.Id;
 
+        await SaveContactsForPackageAsync(package).ConfigureAwait(false);
+
         var mimeSaveTask = _mimeFileService.SaveMimeMessageAsync(mailCopy.FileId, mimeMessage, account.Id);
-        var contactSaveTask = _contactService.SaveAddressInformationAsync(mimeMessage);
         var insertMailTask = InsertMailAsync(mailCopy);
 
-        await Task.WhenAll(mimeSaveTask, contactSaveTask, insertMailTask).ConfigureAwait(false);
+        await Task.WhenAll(mimeSaveTask, insertMailTask).ConfigureAwait(false);
     }
 
     public async Task CreateMailAsyncEx(Guid accountId, NewMailItemPackage package)
@@ -780,10 +781,11 @@ public class MailService : BaseDatabaseService, IMailService
                 }
             }
 
-            // Save contact information.
-            await _contactService.SaveAddressInformationAsync(mimeMessage).ConfigureAwait(false);
         }
 
+        // Save contact information extracted from provider API or MIME before insert/update.
+        await SaveContactsForPackageAsync(package).ConfigureAwait(false);
+
         // Create mail copy in the database.
         // Update if exists.
 
@@ -814,6 +816,35 @@ public class MailService : BaseDatabaseService, IMailService
         }
     }
 
+    private async Task SaveContactsForPackageAsync(NewMailItemPackage package)
+    {
+        if (package == null) return;
+
+        if (package.Mime != null)
+        {
+            await _contactService.SaveAddressInformationAsync(package.Mime).ConfigureAwait(false);
+            return;
+        }
+
+        var contacts = package.ExtractedContacts?
+            .Where(c => c != null && !string.IsNullOrWhiteSpace(c.Address))
+            .ToList() ?? new List<AccountContact>();
+
+        var senderAddress = package.Copy?.FromAddress;
+        if (!string.IsNullOrWhiteSpace(senderAddress))
+        {
+            contacts.Add(new AccountContact
+            {
+                Address = senderAddress,
+                Name = string.IsNullOrWhiteSpace(package.Copy?.FromName) ? senderAddress : package.Copy.FromName
+            });
+        }
+
+        if (contacts.Count == 0) return;
+
+        await _contactService.SaveAddressInformationAsync(contacts).ConfigureAwait(false);
+    }
+
     private async Task<MimeMessage> CreateDraftMimeAsync(MailAccount account, DraftCreationOptions draftCreationOptions)
     {
         // This unique id is stored in mime headers for Wino to identify remote message with local copy.