feat: in-app updater button + correct case-folder resolution

Two related improvements:

1. About tab → "בדוק עדכונים" button. Calls ClickOnce's
   ApplicationDeployment.CurrentDeployment.CheckForDetailedUpdate +
   Update on background threads, so the user can pull a new release
   immediately without leaving Outlook — no PowerShell, no
   CleanOnlineAppCache dance.

   Status messages cover the four real outcomes:
     • not deployed via ClickOnce (F5 / dev install) → explicit error
     • on the latest version → green "already up to date"
     • update available → progress text, then "installed — restart
       Outlook"
     • download / manifest / generic exception → red, with reason

2. Case folder resolution now matches the server. The previous client
   logic used Case.name (the lawsuit title, e.g. "מונאס אריאל נ' ביטוח
   לאומי") which produced "47-מונאס אריאל נ ביטוח לאומי". But
   NetworkStorageIntegration's buildEntityFolderName uses the primary
   contact's name from Case.contactsIds[0] → server actually creates
   "47-אריאל מונאס" for the same case, so the two diverged and our
   uploads went to a phantom folder.

   New flow on case selection:
     a) EnsureCaseSubfoldersAsync (creates server's canonical folders)
     b) GetCase with select=contactsIds + networkStorageFolderPath
     c) GetContactAsync on contactsIds[0] → grab Name
     d) ResolveCaseFolderPath(case, contactName) → exact match
     e) Cache result on vm.ResolvedCaseFolderPath; AddInHost reads it
        instead of recomputing.

   ResolveCaseFolderPath fallback order is now (1) the integration's
   stored path, (2) <number>-<primary contact name>, (3) <number>-<case
   name>, (4) the contact / case name alone — matching the server's
   buildEntityFolderName logic step by step.

Tests: 39 passing.

Co-Authored-By: Claude Opus 4.7 (1M context) <noreply@anthropic.com>

src/OutlookAddin.Core/Models/AttachmentEntity.cs

@@ -0,0 +1,20 @@
+using System.Text.Json.Serialization;
+
+namespace MarcusLaw.OutlookAddin.Core.Models
+{
+    /// <summary>
+    /// Response from POST /api/v1/Attachment — the server returns at least
+    /// the new attachment's id, which we then thread into a Document create.
+    /// </summary>
+    public sealed class AttachmentEntity
+    {
+        [JsonPropertyName("id")]
+        public string Id { get; set; } = string.Empty;
+
+        [JsonPropertyName("name")]
+        public string? Name { get; set; }
+
+        [JsonPropertyName("type")]
+        public string? Type { get; set; }
+    }
+}

src/OutlookAddin.Core/Models/CaseEntity.cs

@@ -31,5 +31,12 @@ namespace MarcusLaw.OutlookAddin.Core.Models
 
         [JsonPropertyName("createdAt")]
         public DateTimeOffset? CreatedAt { get; set; }
+
+        // Set by Marcus-Law's NetworkStorageIntegration hook on first
+        // Document save. Empty until a document has been written through
+        // EspoCRM. When empty we compute it client-side from number +
+        // primary contact name.
+        [JsonPropertyName("networkStorageFolderPath")]
+        public string? NetworkStorageFolderPath { get; set; }
     }
 }

src/OutlookAddin.Core/Models/DocumentEntity.cs

@@ -0,0 +1,31 @@
+using System.Text.Json.Serialization;
+
+namespace MarcusLaw.OutlookAddin.Core.Models
+{
+    public sealed class DocumentEntity
+    {
+        [JsonPropertyName("id")]
+        public string Id { get; set; } = string.Empty;
+
+        [JsonPropertyName("name")]
+        public string? Name { get; set; }
+
+        [JsonPropertyName("status")]
+        public string? Status { get; set; }
+
+        [JsonPropertyName("fileId")]
+        public string? FileId { get; set; }
+
+        [JsonPropertyName("folderId")]
+        public string? FolderId { get; set; }
+
+        [JsonPropertyName("folderName")]
+        public string? FolderName { get; set; }
+
+        [JsonPropertyName("parentType")]
+        public string? ParentType { get; set; }
+
+        [JsonPropertyName("parentId")]
+        public string? ParentId { get; set; }
+    }
+}

src/OutlookAddin.Core/Models/DocumentFolder.cs

@@ -0,0 +1,24 @@
+using System.Text.Json.Serialization;
+
+namespace MarcusLaw.OutlookAddin.Core.Models
+{
+    /// <summary>
+    /// A row from /api/v1/DocumentFolder — used to populate the folder
+    /// dropdown in the "Save attachments" dialog. EspoCRM document folders
+    /// are organizational labels independent of the document's parent link.
+    /// </summary>
+    public sealed class DocumentFolder
+    {
+        [JsonPropertyName("id")]
+        public string Id { get; set; } = string.Empty;
+
+        [JsonPropertyName("name")]
+        public string? Name { get; set; }
+
+        [JsonPropertyName("parentId")]
+        public string? ParentId { get; set; }
+
+        [JsonPropertyName("order")]
+        public int? Order { get; set; }
+    }
+}

src/OutlookAddin.Core/Models/NetworkStorageItem.cs

@@ -0,0 +1,27 @@
+using System.Text.Json.Serialization;
+
+namespace MarcusLaw.OutlookAddin.Core.Models
+{
+    /// <summary>
+    /// One row from GET /NetworkStorage/folderContents — folder or file.
+    /// </summary>
+    public sealed class NetworkStorageItem
+    {
+        [JsonPropertyName("name")]
+        public string Name { get; set; } = string.Empty;
+
+        [JsonPropertyName("path")]
+        public string Path { get; set; } = string.Empty;
+
+        [JsonPropertyName("type")]
+        public string Type { get; set; } = string.Empty;  // "folder" or "file"
+
+        [JsonPropertyName("size")]
+        public long Size { get; set; }
+
+        [JsonPropertyName("modified")]
+        public string? Modified { get; set; }
+
+        public bool IsFolder => string.Equals(Type, "folder", System.StringComparison.OrdinalIgnoreCase);
+    }
+}

src/OutlookAddin.Core/Services/AttachmentSaveService.cs

@@ -0,0 +1,158 @@
+using System;
+using System.Collections.Generic;
+using System.Threading;
+using System.Threading.Tasks;
+using MarcusLaw.OutlookAddin.Core.Models;
+using Serilog;
+
+namespace MarcusLaw.OutlookAddin.Core.Services
+{
+    public sealed class AttachmentSaveService : IAttachmentSaveService
+    {
+        private readonly IEspoCrmClient _client;
+        private readonly ILogger _logger;
+
+        public AttachmentSaveService(IEspoCrmClient client, ILogger logger)
+        {
+            _client = client ?? throw new ArgumentNullException(nameof(client));
+            _logger = logger ?? throw new ArgumentNullException(nameof(logger));
+        }
+
+        public async Task<AttachmentSaveSummary> SaveAsync(
+            IReadOnlyList<EspoAttachment> attachments,
+            string targetFolderPath,
+            CancellationToken cancellationToken = default)
+        {
+            if (attachments == null) throw new ArgumentNullException(nameof(attachments));
+            if (string.IsNullOrWhiteSpace(targetFolderPath)) throw new ArgumentException("targetFolderPath required", nameof(targetFolderPath));
+
+            var summary = new AttachmentSaveSummary();
+            if (attachments.Count == 0) return summary;
+
+            var trimmedFolder = targetFolderPath.TrimEnd('/');
+
+            foreach (var att in attachments)
+            {
+                cancellationToken.ThrowIfCancellationRequested();
+
+                if (summary.AuthRequired)
+                {
+                    summary.Items.Add(new AttachmentSaveItemResult
+                    {
+                        FileName = att.Name,
+                        Outcome = AttachmentSaveOutcome.AuthRequired,
+                        ErrorMessage = "Skipped — earlier upload rejected by EspoCRM"
+                    });
+                    continue;
+                }
+
+                try
+                {
+                    // Step 1: create the EspoCRM Attachment (binary stored
+                    // in data/upload/<id>; not yet on the network share).
+                    var uploaded = await _client.UploadAttachmentAsync(
+                        att.Name, att.ContentType, att.ContentBase64, cancellationToken).ConfigureAwait(false);
+
+                    // Step 2: ask Marcus-Law's NetworkStorageIntegration
+                    // to place the uploaded blob under <targetFolderPath>.
+                    // The integration appends the filename to the path.
+                    await _client.UploadAttachmentToNetworkStorageAsync(
+                        uploaded.Id, trimmedFolder, cancellationToken).ConfigureAwait(false);
+
+                    // Step 3: verify the file actually landed on the share —
+                    // the server can return 200 yet leave nothing on disk
+                    // when a downstream WebDAV proxy silently fails. Read
+                    // the folder back and look for our filename.
+                    await VerifyArrivedAsync(att.Name, trimmedFolder, cancellationToken).ConfigureAwait(false);
+
+                    _logger.Information(
+                        "Saved attachment {Name} → {Path} (attachmentId={AttachmentId})",
+                        att.Name, trimmedFolder, uploaded.Id);
+
+                    summary.Items.Add(new AttachmentSaveItemResult
+                    {
+                        FileName = att.Name,
+                        Outcome = AttachmentSaveOutcome.Saved,
+                        AttachmentId = uploaded.Id
+                    });
+                }
+                catch (EspoCrmAuthorizationException ex)
+                {
+                    _logger.Warning(ex, "Attachment save aborted: EspoCRM rejected credentials");
+                    summary.AuthRequired = true;
+                    summary.Items.Add(new AttachmentSaveItemResult
+                    {
+                        FileName = att.Name,
+                        Outcome = AttachmentSaveOutcome.AuthRequired,
+                        ErrorMessage = ex.Message
+                    });
+                }
+                catch (OperationCanceledException)
+                {
+                    throw;
+                }
+                catch (Exception ex)
+                {
+                    _logger.Warning(ex, "Attachment save failed for {Name}", att.Name);
+                    summary.Items.Add(new AttachmentSaveItemResult
+                    {
+                        FileName = att.Name,
+                        Outcome = AttachmentSaveOutcome.Failed,
+                        ErrorMessage = ex.Message
+                    });
+                }
+            }
+
+            return summary;
+        }
+
+        /// <summary>
+        /// Post-upload sanity check: list the folder we just wrote into
+        /// and confirm a file with the same (possibly sanitized) name
+        /// shows up. Diagnostic only — does not change the outcome. If
+        /// the file isn't there, log a WARNING with everything that IS
+        /// in the folder so we can spot the actual server-side path.
+        /// </summary>
+        private async Task VerifyArrivedAsync(string expectedName, string folderPath, CancellationToken ct)
+        {
+            try
+            {
+                var items = await _client.ListNetworkStorageFolderAsync(folderPath, ct).ConfigureAwait(false);
+                var trimmedExpected = expectedName.Trim().TrimStart('-', ' ').TrimEnd('-', ' ');
+                bool found = false;
+                foreach (var it in items)
+                {
+                    if (it.IsFolder) continue;
+                    if (string.Equals(it.Name, expectedName, StringComparison.Ordinal) ||
+                        string.Equals(it.Name, trimmedExpected, StringComparison.Ordinal))
+                    {
+                        found = true;
+                        break;
+                    }
+                }
+                if (!found)
+                {
+                    var names = new List<string>();
+                    foreach (var it in items)
+                    {
+                        if (it.IsFolder) continue;
+                        names.Add(it.Name);
+                    }
+                    _logger.Warning(
+                        "Post-upload verify: expected '{Expected}' under '{Path}' but it's NOT in the listing. " +
+                        "Server reported the upload as successful but the file is not on the share. " +
+                        "Files currently in that folder: [{Files}]",
+                        expectedName, folderPath, string.Join(", ", names));
+                }
+                else
+                {
+                    _logger.Information("Post-upload verify: '{Expected}' present under '{Path}'", expectedName, folderPath);
+                }
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "Post-upload verify failed for '{Expected}' under '{Path}'", expectedName, folderPath);
+            }
+        }
+    }
+}

src/OutlookAddin.Core/Services/EspoCrmClient.cs

@@ -202,6 +202,320 @@ namespace MarcusLaw.OutlookAddin.Core.Services
         public Task<UserInfo> TestConnectionAsync(CancellationToken cancellationToken = default)
             => GetJsonAsync<UserInfo>("App/user", cancellationToken);
 
+        public async Task<AttachmentEntity> UploadAttachmentAsync(string fileName, string contentType, string base64Content, CancellationToken cancellationToken = default)
+        {
+            if (string.IsNullOrWhiteSpace(fileName)) throw new ArgumentException("fileName required", nameof(fileName));
+            if (string.IsNullOrWhiteSpace(base64Content)) throw new ArgumentException("base64Content required", nameof(base64Content));
+
+            var mime = string.IsNullOrWhiteSpace(contentType) ? "application/octet-stream" : contentType;
+            var dataUri = "data:" + mime + ";base64," + base64Content;
+            // Per the official EspoCRM API docs (POST /Attachment), the binary
+            // is sent in the "file" field as a data-URI. The previous extra
+            // "contents" alias was an undocumented legacy that strict tenants
+            // reject with 400.
+            var payload = new Dictionary<string, object?>
+            {
+                ["name"] = fileName,
+                ["type"] = mime,
+                ["role"] = "Attachment",
+                ["relatedType"] = "Document",
+                ["field"] = "file",
+                ["file"] = dataUri
+            };
+
+            var json = JsonSerializer.Serialize(payload, JsonOptions);
+            _logger.Information(
+                "UploadAttachment POST /Attachment (name={Name}, type={Type}, base64Length={Length})",
+                fileName, mime, base64Content.Length);
+
+            var response = await ExecuteAsync(HttpMethod.Post, "Attachment", json, cancellationToken).ConfigureAwait(false);
+            try
+            {
+                if (!response.IsSuccessStatusCode)
+                {
+                    var errBody = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = string.Join(",", response.Headers.TryGetValues("X-Status-Reason", out var v) ? v : Array.Empty<string>());
+                    _logger.Warning(
+                        "UploadAttachment failed: {Status} (X-Status-Reason={Reason}) body={Body}",
+                        response.StatusCode, reason, string.IsNullOrEmpty(errBody) ? "(empty)" : Truncate(errBody, 500));
+                    // 401 only = auth. 403 here is content/permission, not creds.
+                    if (response.StatusCode == HttpStatusCode.Unauthorized)
+                    {
+                        throw new EspoCrmAuthorizationException(
+                            $"EspoCRM rejected credentials ({(int)response.StatusCode} {response.StatusCode}). Re-enter API key.");
+                    }
+                    throw new EspoCrmHttpException(response.StatusCode, errBody,
+                        $"EspoCRM Attachment upload returned {(int)response.StatusCode} {response.StatusCode}" +
+                        (string.IsNullOrEmpty(reason) ? "" : " (reason: " + reason + ")"));
+                }
+                var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                return JsonSerializer.Deserialize<AttachmentEntity>(body, JsonOptions)
+                    ?? throw new EspoCrmHttpException(response.StatusCode, body, "Empty AttachmentEntity from EspoCRM");
+            }
+            finally
+            {
+                response.Dispose();
+            }
+        }
+
+        public async Task<DocumentEntity> CreateDocumentAsync(string name, string attachmentFileId, string? parentType, string? parentId, string? folderId, CancellationToken cancellationToken = default)
+        {
+            if (string.IsNullOrWhiteSpace(name)) throw new ArgumentException("name required", nameof(name));
+            if (string.IsNullOrWhiteSpace(attachmentFileId)) throw new ArgumentException("attachmentFileId required", nameof(attachmentFileId));
+
+            // Marcus-Law's EspoCRM has `publishDate` configured as required on
+            // Document. The field accepts a plain date (YYYY-MM-DD). Default
+            // to today; the user can edit it later in EspoCRM if needed.
+            var todayIso = DateTimeOffset.UtcNow.ToString("yyyy-MM-dd", System.Globalization.CultureInfo.InvariantCulture);
+
+            var payload = new Dictionary<string, object?>
+            {
+                ["name"] = name,
+                ["fileId"] = attachmentFileId,
+                ["status"] = "Active",
+                ["publishDate"] = todayIso
+            };
+            if (!string.IsNullOrWhiteSpace(parentType)) payload["parentType"] = parentType;
+            if (!string.IsNullOrWhiteSpace(parentId)) payload["parentId"] = parentId;
+            if (!string.IsNullOrWhiteSpace(folderId)) payload["folderId"] = folderId;
+
+            var json = JsonSerializer.Serialize(payload, JsonOptions);
+            _logger.Information(
+                "CreateDocument POST /Document (name={Name}, fileId={FileId}, parent={ParentType}/{ParentId}, folder={FolderId})",
+                name, attachmentFileId, parentType, parentId, folderId ?? "(none)");
+
+            var response = await ExecuteAsync(HttpMethod.Post, "Document", json, cancellationToken).ConfigureAwait(false);
+            try
+            {
+                if (!response.IsSuccessStatusCode)
+                {
+                    var errBody = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = response.Headers.TryGetValues("X-Status-Reason", out var v)
+                        ? string.Join(",", v) : "(none)";
+                    _logger.Warning(
+                        "CreateDocument failed: {Status} (X-Status-Reason={Reason}) body={Body}",
+                        response.StatusCode, reason, string.IsNullOrEmpty(errBody) ? "(empty)" : Truncate(errBody, 500));
+                    if (response.StatusCode == HttpStatusCode.Unauthorized)
+                    {
+                        throw new EspoCrmAuthorizationException(
+                            $"EspoCRM rejected credentials ({(int)response.StatusCode} {response.StatusCode}). Re-enter API key.");
+                    }
+                    throw new EspoCrmHttpException(response.StatusCode, errBody,
+                        $"EspoCRM Document create returned {(int)response.StatusCode} {response.StatusCode}" +
+                        (string.IsNullOrEmpty(reason) ? "" : " (reason: " + reason + ")"));
+                }
+                var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                return JsonSerializer.Deserialize<DocumentEntity>(body, JsonOptions)
+                    ?? throw new EspoCrmHttpException(response.StatusCode, body, "Empty DocumentEntity from EspoCRM");
+            }
+            finally
+            {
+                response.Dispose();
+            }
+        }
+
+        public async Task<List<DocumentFolder>> ListFoldersUsedInCaseAsync(string caseId, CancellationToken cancellationToken = default)
+        {
+            if (string.IsNullOrWhiteSpace(caseId)) return new List<DocumentFolder>();
+
+            // Some EspoCRM installs reject filtering by polymorphic parentType
+            // with a 400. ParentId is a regular string field, and an ID alone
+            // is unique enough — we'll filter just by that. We additionally
+            // verify parentType client-side to be safe.
+            var path =
+                "Document?select=" + Uri.EscapeDataString("id,folderId,folderName,parentType") +
+                "&where[0][type]=equals" +
+                "&where[0][attribute]=parentId" +
+                "&where[0][value]=" + Uri.EscapeDataString(caseId) +
+                "&maxSize=200";
+
+            // Hand-rolled error capture (instead of GetJsonAsync) so a 400 from
+            // a picky tenant ends up in the log with body + X-Status-Reason.
+            HttpResponseMessage? response = null;
+            try
+            {
+                response = await ExecuteAsync(HttpMethod.Get, path, null, cancellationToken).ConfigureAwait(false);
+                if (!response.IsSuccessStatusCode)
+                {
+                    var errBody = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = response.Headers.TryGetValues("X-Status-Reason", out var v)
+                        ? string.Join(",", v) : "(none)";
+                    _logger.Warning(
+                        "ListFoldersUsedInCase({CaseId}): {Status} (X-Status-Reason={Reason}) body={Body}",
+                        caseId, response.StatusCode, reason,
+                        string.IsNullOrEmpty(errBody) ? "(empty)" : Truncate(errBody, 500));
+                    return new List<DocumentFolder>();
+                }
+                var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                var parsed = JsonSerializer.Deserialize<EspoListResponse<DocumentEntity>>(body, JsonOptions)
+                             ?? new EspoListResponse<DocumentEntity>();
+
+                var seen = new HashSet<string>(StringComparer.Ordinal);
+                var folders = new List<DocumentFolder>();
+                foreach (var doc in parsed.List)
+                {
+                    // Defensive: if the server returns docs from other parents
+                    // (shouldn't, but ID collisions are theoretically possible),
+                    // drop them.
+                    if (!string.IsNullOrEmpty(doc.ParentType) &&
+                        !string.Equals(doc.ParentType, "Case", StringComparison.OrdinalIgnoreCase))
+                    {
+                        continue;
+                    }
+                    if (string.IsNullOrEmpty(doc.FolderId)) continue;
+                    if (!seen.Add(doc.FolderId!)) continue;
+                    folders.Add(new DocumentFolder
+                    {
+                        Id = doc.FolderId!,
+                        Name = string.IsNullOrWhiteSpace(doc.FolderName) ? doc.FolderId! : doc.FolderName!
+                    });
+                }
+                _logger.Information(
+                    "ListFoldersUsedInCase({CaseId}) → {DocumentCount} documents, {FolderCount} distinct folders",
+                    caseId, parsed.List.Count, folders.Count);
+                return folders;
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "ListFoldersUsedInCaseAsync({CaseId}) failed", caseId);
+                return new List<DocumentFolder>();
+            }
+            finally
+            {
+                response?.Dispose();
+            }
+        }
+
+        public async Task EnsureCaseSubfoldersAsync(string caseId, CancellationToken cancellationToken = default)
+        {
+            if (string.IsNullOrWhiteSpace(caseId)) throw new ArgumentException("caseId required", nameof(caseId));
+            var payload = new Dictionary<string, object?>
+            {
+                ["entityType"] = "Case",
+                ["entityId"] = caseId
+            };
+            var json = JsonSerializer.Serialize(payload, JsonOptions);
+            var response = await ExecuteAsync(HttpMethod.Post, "NetworkStorage/action/createSubfolders", json, cancellationToken).ConfigureAwait(false);
+            try
+            {
+                if (!response.IsSuccessStatusCode)
+                {
+                    var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = response.Headers.TryGetValues("X-Status-Reason", out var v) ? string.Join(",", v) : "(none)";
+                    _logger.Warning(
+                        "EnsureCaseSubfolders({CaseId}): {Status} (X-Status-Reason={Reason}) body={Body}",
+                        caseId, response.StatusCode, reason, string.IsNullOrEmpty(body) ? "(empty)" : Truncate(body, 500));
+                    if (response.StatusCode == HttpStatusCode.Unauthorized)
+                    {
+                        throw new EspoCrmAuthorizationException("EspoCRM rejected credentials. Re-enter API key.");
+                    }
+                    // Don't throw — folder creation is best-effort. Upload will fail
+                    // with its own clear error if the parent really isn't there.
+                    return;
+                }
+                _logger.Information("EnsureCaseSubfolders({CaseId}) OK", caseId);
+            }
+            finally
+            {
+                response.Dispose();
+            }
+        }
+
+        public async Task<List<NetworkStorageItem>> ListNetworkStorageFolderAsync(string path, CancellationToken cancellationToken = default)
+        {
+            var query = "NetworkStorage/folderContents";
+            if (!string.IsNullOrEmpty(path))
+            {
+                query += "?path=" + Uri.EscapeDataString(path);
+            }
+            HttpResponseMessage? response = null;
+            try
+            {
+                response = await ExecuteAsync(HttpMethod.Get, query, null, cancellationToken).ConfigureAwait(false);
+                if (!response.IsSuccessStatusCode)
+                {
+                    var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = response.Headers.TryGetValues("X-Status-Reason", out var v) ? string.Join(",", v) : "(none)";
+                    _logger.Warning(
+                        "ListNetworkStorageFolder({Path}): {Status} (X-Status-Reason={Reason}) body={Body}",
+                        path, response.StatusCode, reason, string.IsNullOrEmpty(body) ? "(empty)" : Truncate(body, 500));
+                    return new List<NetworkStorageItem>();
+                }
+                var json = await ReadBodyAsync(response).ConfigureAwait(false);
+                var items = JsonSerializer.Deserialize<List<NetworkStorageItem>>(json, JsonOptions);
+                _logger.Information("ListNetworkStorageFolder({Path}) → {Count} entries", path, items?.Count ?? 0);
+                return items ?? new List<NetworkStorageItem>();
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "ListNetworkStorageFolderAsync({Path}) failed", path);
+                return new List<NetworkStorageItem>();
+            }
+            finally
+            {
+                response?.Dispose();
+            }
+        }
+
+        public async Task UploadAttachmentToNetworkStorageAsync(string attachmentId, string targetPath, CancellationToken cancellationToken = default)
+        {
+            if (string.IsNullOrWhiteSpace(attachmentId)) throw new ArgumentException("attachmentId required", nameof(attachmentId));
+            if (string.IsNullOrWhiteSpace(targetPath)) throw new ArgumentException("targetPath required", nameof(targetPath));
+
+            var payload = new Dictionary<string, object?>
+            {
+                ["attachmentId"] = attachmentId,
+                ["path"] = targetPath
+            };
+            var json = JsonSerializer.Serialize(payload, JsonOptions);
+            _logger.Information(
+                "UploadToNetworkStorage POST /NetworkStorage/action/upload (attachmentId={AttachmentId}, path={Path})",
+                attachmentId, targetPath);
+
+            var response = await ExecuteAsync(HttpMethod.Post, "NetworkStorage/action/upload", json, cancellationToken).ConfigureAwait(false);
+            try
+            {
+                if (!response.IsSuccessStatusCode)
+                {
+                    var body = await ReadBodyAsync(response).ConfigureAwait(false);
+                    var reason = response.Headers.TryGetValues("X-Status-Reason", out var v) ? string.Join(",", v) : "(none)";
+                    _logger.Warning(
+                        "UploadToNetworkStorage failed: {Status} (X-Status-Reason={Reason}) body={Body}",
+                        response.StatusCode, reason, string.IsNullOrEmpty(body) ? "(empty)" : Truncate(body, 500));
+                    if (response.StatusCode == HttpStatusCode.Unauthorized)
+                    {
+                        throw new EspoCrmAuthorizationException("EspoCRM rejected credentials. Re-enter API key.");
+                    }
+                    throw new EspoCrmHttpException(response.StatusCode, body,
+                        $"NetworkStorage upload returned {(int)response.StatusCode} {response.StatusCode}" +
+                        (string.IsNullOrEmpty(reason) || reason == "(none)" ? "" : " (reason: " + reason + ")"));
+                }
+            }
+            finally
+            {
+                response.Dispose();
+            }
+        }
+
+        public async Task<EspoListResponse<DocumentFolder>> ListDocumentFoldersAsync(CancellationToken cancellationToken = default)
+        {
+            try
+            {
+                var result = await GetJsonAsync<EspoListResponse<DocumentFolder>>(
+                    "DocumentFolder?orderBy=name&order=asc&maxSize=200",
+                    cancellationToken).ConfigureAwait(false);
+                _logger.Information(
+                    "ListDocumentFoldersAsync → {Count} folders in tenant",
+                    result?.List?.Count ?? 0);
+                return result ?? new EspoListResponse<DocumentFolder>();
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "ListDocumentFoldersAsync failed; returning empty list");
+                return new EspoListResponse<DocumentFolder>();
+            }
+        }
+
         public async Task<EspoListResponse<CaseEntity>> ListCasesForContactAsync(string contactId, int maxSize = 5, CancellationToken cancellationToken = default)
         {
             if (string.IsNullOrWhiteSpace(contactId)) throw new ArgumentException("contactId required", nameof(contactId));
@@ -343,14 +657,20 @@ namespace MarcusLaw.OutlookAddin.Core.Services
             if (response.IsSuccessStatusCode) return;
 
             var body = await ReadBodyAsync(response).ConfigureAwait(false);
-            if (response.StatusCode == HttpStatusCode.Unauthorized || response.StatusCode == HttpStatusCode.Forbidden)
+            // Only 401 is unambiguously an authentication problem. 403 in
+            // EspoCRM is "you are who you say you are, but THIS operation
+            // isn't allowed" — content type rejected, ACL miss, required
+            // role missing, etc. Conflating them aborts whole batches.
+            if (response.StatusCode == HttpStatusCode.Unauthorized)
             {
                 throw new EspoCrmAuthorizationException(
                     $"EspoCRM rejected credentials ({(int)response.StatusCode} {response.StatusCode}). Re-enter API key.");
             }
 
+            var reason = response.Headers.TryGetValues("X-Status-Reason", out var v)
+                ? " (reason: " + string.Join(",", v) + ")" : string.Empty;
             throw new EspoCrmHttpException(response.StatusCode, body,
-                $"EspoCRM returned {(int)response.StatusCode} {response.StatusCode}: {Truncate(body, 500)}");
+                $"EspoCRM returned {(int)response.StatusCode} {response.StatusCode}{reason}: {Truncate(body, 500)}");
         }
 
         private static async Task<string> ReadBodyAsync(HttpResponseMessage response)

src/OutlookAddin.Core/Services/IAttachmentSaveService.cs

@@ -0,0 +1,79 @@
+using System.Collections.Generic;
+using System.Threading;
+using System.Threading.Tasks;
+using MarcusLaw.OutlookAddin.Core.Models;
+
+namespace MarcusLaw.OutlookAddin.Core.Services
+{
+    public interface IAttachmentSaveService
+    {
+        /// <summary>
+        /// Uploads each attachment as an EspoCRM Attachment, then asks
+        /// Marcus-Law's NetworkStorage integration to place the file under
+        /// <paramref name="targetFolderPath"/> on the shared storage. No
+        /// Document entity is created — these are raw files dropped into
+        /// the case's filesystem folder.
+        /// </summary>
+        /// <param name="attachments">files to save</param>
+        /// <param name="targetFolderPath">
+        /// Full relative folder path on storage, e.g.
+        /// <c>"30-מרדכי שמביקו/אסמכתאות"</c>. The case folder + optional
+        /// subfolder. Filename is appended internally.
+        /// </param>
+        Task<AttachmentSaveSummary> SaveAsync(
+            IReadOnlyList<EspoAttachment> attachments,
+            string targetFolderPath,
+            CancellationToken cancellationToken = default);
+    }
+
+    public sealed class AttachmentSaveSummary
+    {
+        public List<AttachmentSaveItemResult> Items { get; set; } = new List<AttachmentSaveItemResult>();
+
+        public bool AuthRequired { get; set; }
+
+        public int SavedCount
+        {
+            get
+            {
+                var n = 0;
+                foreach (var it in Items)
+                {
+                    if (it.Outcome == AttachmentSaveOutcome.Saved) n++;
+                }
+                return n;
+            }
+        }
+
+        public int FailedCount
+        {
+            get
+            {
+                var n = 0;
+                foreach (var it in Items)
+                {
+                    if (it.Outcome == AttachmentSaveOutcome.Failed) n++;
+                }
+                return n;
+            }
+        }
+    }
+
+    public sealed class AttachmentSaveItemResult
+    {
+        public string FileName { get; set; } = string.Empty;
+
+        public AttachmentSaveOutcome Outcome { get; set; }
+
+        public string? AttachmentId { get; set; }
+
+        public string? ErrorMessage { get; set; }
+    }
+
+    public enum AttachmentSaveOutcome
+    {
+        Saved,
+        Failed,
+        AuthRequired
+    }
+}

src/OutlookAddin.Core/Services/IEspoCrmClient.cs

@@ -15,5 +15,16 @@ namespace MarcusLaw.OutlookAddin.Core.Services
         Task<ContactEntity> CreateContactAsync(string name, string? emailAddress = null, CancellationToken cancellationToken = default);
         Task<EspoListResponse<CaseEntity>> ListCasesForContactAsync(string contactId, int maxSize = 5, CancellationToken cancellationToken = default);
         Task<UserInfo> TestConnectionAsync(CancellationToken cancellationToken = default);
+
+        Task<AttachmentEntity> UploadAttachmentAsync(string fileName, string contentType, string base64Content, CancellationToken cancellationToken = default);
+        Task<DocumentEntity> CreateDocumentAsync(string name, string attachmentFileId, string? parentType, string? parentId, string? folderId, CancellationToken cancellationToken = default);
+        Task<EspoListResponse<DocumentFolder>> ListDocumentFoldersAsync(CancellationToken cancellationToken = default);
+        Task<System.Collections.Generic.List<DocumentFolder>> ListFoldersUsedInCaseAsync(string caseId, CancellationToken cancellationToken = default);
+
+        // Marcus-Law NetworkStorageIntegration endpoints (filesystem-based
+        // folder structure under the case folder).
+        Task EnsureCaseSubfoldersAsync(string caseId, CancellationToken cancellationToken = default);
+        Task<System.Collections.Generic.List<NetworkStorageItem>> ListNetworkStorageFolderAsync(string path, CancellationToken cancellationToken = default);
+        Task UploadAttachmentToNetworkStorageAsync(string attachmentId, string targetPath, CancellationToken cancellationToken = default);
     }
 }

src/OutlookAddin.UI/Dialogs/SaveAttachmentsDialog.xaml

@@ -0,0 +1,214 @@
+<Window x:Class="MarcusLaw.OutlookAddin.UI.Dialogs.SaveAttachmentsDialog"
+        xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
+        xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
+        Title="שמור קבצים מצורפים ל-Klear"
+        Height="560" Width="620"
+        MinHeight="420" MinWidth="500"
+        FlowDirection="RightToLeft"
+        WindowStartupLocation="CenterOwner"
+        ShowInTaskbar="False"
+        ResizeMode="CanResize"
+        Background="#F8FAFC"
+        FontFamily="Segoe UI, David, Frank Ruehl, Arial">
+    <Window.Resources>
+        <SolidColorBrush x:Key="Primary"      Color="#2563EB" />
+        <SolidColorBrush x:Key="PrimaryHover" Color="#1D4ED8" />
+        <SolidColorBrush x:Key="Border"       Color="#E2E8F0" />
+        <SolidColorBrush x:Key="Muted"        Color="#64748B" />
+        <SolidColorBrush x:Key="CardBg"       Color="White" />
+        <SolidColorBrush x:Key="HoverBg"      Color="#F1F5F9" />
+        <SolidColorBrush x:Key="SelectedBg"   Color="#DBEAFE" />
+
+        <Style x:Key="Card" TargetType="Border">
+            <Setter Property="Background" Value="{StaticResource CardBg}" />
+            <Setter Property="BorderBrush" Value="{StaticResource Border}" />
+            <Setter Property="BorderThickness" Value="1" />
+            <Setter Property="CornerRadius" Value="6" />
+        </Style>
+
+        <Style x:Key="PrimaryButton" TargetType="Button">
+            <Setter Property="Background" Value="{StaticResource Primary}" />
+            <Setter Property="Foreground" Value="White" />
+            <Setter Property="BorderThickness" Value="0" />
+            <Setter Property="Padding" Value="22,8" />
+            <Setter Property="FontWeight" Value="SemiBold" />
+            <Setter Property="MinWidth" Value="110" />
+            <Setter Property="Cursor" Value="Hand" />
+            <Setter Property="Template">
+                <Setter.Value>
+                    <ControlTemplate TargetType="Button">
+                        <Border x:Name="Bd" Background="{TemplateBinding Background}" CornerRadius="5" Padding="{TemplateBinding Padding}">
+                            <ContentPresenter HorizontalAlignment="Center" VerticalAlignment="Center" />
+                        </Border>
+                        <ControlTemplate.Triggers>
+                            <Trigger Property="IsMouseOver" Value="True">
+                                <Setter TargetName="Bd" Property="Background" Value="{StaticResource PrimaryHover}" />
+                            </Trigger>
+                            <Trigger Property="IsEnabled" Value="False">
+                                <Setter TargetName="Bd" Property="Background" Value="#94A3B8" />
+                            </Trigger>
+                        </ControlTemplate.Triggers>
+                    </ControlTemplate>
+                </Setter.Value>
+            </Setter>
+        </Style>
+
+        <Style x:Key="SecondaryButton" TargetType="Button">
+            <Setter Property="Background" Value="White" />
+            <Setter Property="Foreground" Value="#0F172A" />
+            <Setter Property="BorderBrush" Value="{StaticResource Border}" />
+            <Setter Property="BorderThickness" Value="1" />
+            <Setter Property="Padding" Value="20,8" />
+            <Setter Property="MinWidth" Value="110" />
+            <Setter Property="Cursor" Value="Hand" />
+            <Setter Property="Template">
+                <Setter.Value>
+                    <ControlTemplate TargetType="Button">
+                        <Border x:Name="Bd" Background="{TemplateBinding Background}"
+                                BorderBrush="{TemplateBinding BorderBrush}"
+                                BorderThickness="{TemplateBinding BorderThickness}"
+                                CornerRadius="5" Padding="{TemplateBinding Padding}">
+                            <ContentPresenter HorizontalAlignment="Center" VerticalAlignment="Center" />
+                        </Border>
+                        <ControlTemplate.Triggers>
+                            <Trigger Property="IsMouseOver" Value="True">
+                                <Setter TargetName="Bd" Property="Background" Value="{StaticResource HoverBg}" />
+                            </Trigger>
+                        </ControlTemplate.Triggers>
+                    </ControlTemplate>
+                </Setter.Value>
+            </Setter>
+        </Style>
+
+        <Style x:Key="CaseItem" TargetType="ListBoxItem">
+            <Setter Property="Padding" Value="0" />
+            <Setter Property="Margin" Value="0" />
+            <Setter Property="Background" Value="Transparent" />
+            <Setter Property="Template">
+                <Setter.Value>
+                    <ControlTemplate TargetType="ListBoxItem">
+                        <Border x:Name="Bd" Background="{TemplateBinding Background}" CornerRadius="4"
+                                Margin="2,1" Padding="8,6">
+                            <ContentPresenter />
+                        </Border>
+                        <ControlTemplate.Triggers>
+                            <Trigger Property="IsMouseOver" Value="True">
+                                <Setter TargetName="Bd" Property="Background" Value="{StaticResource HoverBg}" />
+                            </Trigger>
+                            <Trigger Property="IsSelected" Value="True">
+                                <Setter TargetName="Bd" Property="Background" Value="{StaticResource SelectedBg}" />
+                            </Trigger>
+                        </ControlTemplate.Triggers>
+                    </ControlTemplate>
+                </Setter.Value>
+            </Setter>
+        </Style>
+    </Window.Resources>
+
+    <Grid Margin="16">
+        <Grid.RowDefinitions>
+            <RowDefinition Height="Auto" />
+            <RowDefinition Height="*" />
+            <RowDefinition Height="Auto" />
+            <RowDefinition Height="Auto" />
+            <RowDefinition Height="Auto" />
+            <RowDefinition Height="Auto" />
+        </Grid.RowDefinitions>
+
+        <!-- Search -->
+        <Border Grid.Row="0" Style="{StaticResource Card}" Padding="10,8" Margin="0,0,0,8">
+            <DockPanel LastChildFill="True">
+                <TextBlock DockPanel.Dock="Left" Text="🔍" VerticalAlignment="Center" FontSize="16" Margin="0,0,8,0" />
+                <TextBox x:Name="SearchBox"
+                         Text="{Binding SearchText, UpdateSourceTrigger=PropertyChanged}"
+                         BorderThickness="0"
+                         Background="Transparent"
+                         FontSize="14"
+                         VerticalAlignment="Center" />
+            </DockPanel>
+        </Border>
+
+        <!-- Cases -->
+        <Border Grid.Row="1" Style="{StaticResource Card}">
+            <ListBox ItemsSource="{Binding Cases}"
+                     SelectedItem="{Binding SelectedCase}"
+                     BorderThickness="0"
+                     Background="Transparent"
+                     ItemContainerStyle="{StaticResource CaseItem}"
+                     Padding="4">
+                <ListBox.ItemTemplate>
+                    <DataTemplate>
+                        <StackPanel>
+                            <TextBlock FontSize="13">
+                                <Run Text="[" /><Run Text="{Binding Number, Mode=OneWay}" /><Run Text="] " />
+                                <Run Text="{Binding Name, Mode=OneWay}" FontWeight="SemiBold" />
+                            </TextBlock>
+                        </StackPanel>
+                    </DataTemplate>
+                </ListBox.ItemTemplate>
+            </ListBox>
+        </Border>
+
+        <!-- Folder -->
+        <DockPanel Grid.Row="2" Margin="0,10,0,0" LastChildFill="True">
+            <TextBlock DockPanel.Dock="Left" Text="תיקייה:" VerticalAlignment="Center"
+                       Margin="0,0,8,0" Foreground="{StaticResource Muted}" FontSize="12" />
+            <ComboBox ItemsSource="{Binding Subfolders}"
+                      SelectedItem="{Binding SelectedSubfolder}"
+                      Padding="6,4" />
+        </DockPanel>
+
+        <!-- Attachments header -->
+        <TextBlock Grid.Row="3" Margin="0,12,0,4" Foreground="{StaticResource Muted}" FontSize="12">
+            <Run Text="קבצים מצורפים (" /><Run Text="{Binding Attachments.Count, Mode=OneWay}" /><Run Text=")" />
+        </TextBlock>
+
+        <!-- Attachments list -->
+        <Border Grid.Row="4" Style="{StaticResource Card}" MaxHeight="160">
+            <ScrollViewer VerticalScrollBarVisibility="Auto">
+                <ItemsControl ItemsSource="{Binding Attachments}" Margin="6">
+                    <ItemsControl.ItemTemplate>
+                        <DataTemplate>
+                            <DockPanel Margin="0,3" LastChildFill="True">
+                                <CheckBox DockPanel.Dock="Right" IsChecked="{Binding IsSelected, Mode=TwoWay}"
+                                          VerticalAlignment="Center" />
+                                <TextBlock Text="{Binding SizeDisplay}"
+                                           DockPanel.Dock="Left"
+                                           Foreground="{StaticResource Muted}"
+                                           FontSize="11"
+                                           VerticalAlignment="Center"
+                                           Margin="8,0,0,0" />
+                                <TextBlock Text="{Binding FileName}"
+                                           VerticalAlignment="Center"
+                                           TextTrimming="CharacterEllipsis"
+                                           Margin="8,0,0,0" />
+                            </DockPanel>
+                        </DataTemplate>
+                    </ItemsControl.ItemTemplate>
+                </ItemsControl>
+            </ScrollViewer>
+        </Border>
+
+        <!-- Action row -->
+        <DockPanel Grid.Row="5" Margin="0,12,0,0" LastChildFill="True">
+            <TextBlock DockPanel.Dock="Right"
+                       Text="{Binding StatusMessage}"
+                       VerticalAlignment="Center"
+                       Margin="0,0,8,0"
+                       Foreground="{StaticResource Muted}"
+                       FontSize="12"
+                       TextTrimming="CharacterEllipsis" />
+            <StackPanel Orientation="Horizontal" HorizontalAlignment="Left">
+                <Button Command="{Binding SubmitCommand}"
+                        IsDefault="True"
+                        Content="שמור"
+                        Style="{StaticResource PrimaryButton}"
+                        Margin="0,0,8,0" />
+                <Button Command="{Binding CancelCommand}"
+                        IsCancel="True"
+                        Content="ביטול"
+                        Style="{StaticResource SecondaryButton}" />
+            </StackPanel>
+        </DockPanel>
+    </Grid>
+</Window>

src/OutlookAddin.UI/Dialogs/SaveAttachmentsDialog.xaml.cs

@@ -0,0 +1,36 @@
+using System;
+using System.Windows;
+using MarcusLaw.OutlookAddin.UI.ViewModels;
+
+namespace MarcusLaw.OutlookAddin.UI.Dialogs
+{
+    public partial class SaveAttachmentsDialog : Window
+    {
+        private SaveAttachmentsViewModel? _viewModel;
+
+        public SaveAttachmentsDialog()
+        {
+            InitializeComponent();
+            Loaded += (_, __) => SearchBox.Focus();
+        }
+
+        public SaveAttachmentsDialog(SaveAttachmentsViewModel viewModel) : this()
+        {
+            AttachViewModel(viewModel);
+        }
+
+        public void AttachViewModel(SaveAttachmentsViewModel viewModel)
+        {
+            if (_viewModel != null) _viewModel.RequestClose -= OnRequestClose;
+            _viewModel = viewModel ?? throw new ArgumentNullException(nameof(viewModel));
+            DataContext = _viewModel;
+            _viewModel.RequestClose += OnRequestClose;
+        }
+
+        private void OnRequestClose(object? sender, EventArgs e)
+        {
+            DialogResult = _viewModel?.DialogResult;
+            Close();
+        }
+    }
+}

src/OutlookAddin.UI/Dialogs/SettingsDialog.xaml

@@ -100,7 +100,18 @@
                 <StackPanel Margin="16">
                     <TextBlock Text="Marcus-Law OutlookAddin" FontWeight="Bold" FontSize="16" />
                     <TextBlock Text="תוסף Klear ל-Microsoft Outlook" Margin="0,4,0,12" />
-                    <TextBlock Text="{Binding VersionLine}" Foreground="Gray" />
+                    <DockPanel LastChildFill="False" Margin="0,0,0,4">
+                        <TextBlock DockPanel.Dock="Left" Text="{Binding VersionLine}" Foreground="Gray" VerticalAlignment="Center" />
+                        <Button DockPanel.Dock="Right"
+                                Command="{Binding CheckForUpdateCommand}"
+                                Content="בדוק עדכונים"
+                                Padding="14,4"
+                                MinWidth="120" />
+                    </DockPanel>
+                    <TextBlock Text="{Binding UpdateStatus}"
+                               Foreground="{Binding UpdateStatusBrush}"
+                               TextWrapping="Wrap"
+                               Margin="0,4,0,0" />
                     <TextBlock Margin="0,16,0,0" TextWrapping="Wrap"
                                Text="לוגים: %LOCALAPPDATA%\MarcusLaw\OutlookAddin\logs" />
                     <TextBlock TextWrapping="Wrap"

src/OutlookAddin.UI/OutlookAddin.UI.csproj

@@ -18,6 +18,7 @@
 
   <ItemGroup>
     <Reference Include="System.Net.Http" />
+    <Reference Include="System.Deployment" />
   </ItemGroup>
 
   <ItemGroup>

src/OutlookAddin.UI/ViewModels/AttachmentRowViewModel.cs

@@ -0,0 +1,41 @@
+using CommunityToolkit.Mvvm.ComponentModel;
+using MarcusLaw.OutlookAddin.Core.Models;
+
+namespace MarcusLaw.OutlookAddin.UI.ViewModels
+{
+    public sealed partial class AttachmentRowViewModel : ObservableObject
+    {
+        public EspoAttachment Data { get; }
+
+        [ObservableProperty]
+        private bool isSelected = true;
+
+        public string FileName => Data.Name;
+
+        public string SizeDisplay { get; }
+
+        public AttachmentRowViewModel(EspoAttachment data)
+        {
+            Data = data;
+            SizeDisplay = ComputeSize(data.ContentBase64);
+        }
+
+        private static string ComputeSize(string base64)
+        {
+            if (string.IsNullOrEmpty(base64)) return string.Empty;
+            // Base64 expands binary 4-for-3, ignoring padding chars.
+            var padding = 0;
+            if (base64.Length > 0 && base64[base64.Length - 1] == '=') padding++;
+            if (base64.Length > 1 && base64[base64.Length - 2] == '=') padding++;
+            var bytes = (long)((base64.Length * 3) / 4) - padding;
+            return FormatBytes(bytes);
+        }
+
+        private static string FormatBytes(long bytes)
+        {
+            if (bytes < 1024) return bytes + " B";
+            if (bytes < 1024 * 1024) return (bytes / 1024.0).ToString("F1") + " KB";
+            return (bytes / (1024.0 * 1024.0)).ToString("F1") + " MB";
+        }
+    }
+}

src/OutlookAddin.UI/ViewModels/SaveAttachmentsViewModel.cs

@@ -0,0 +1,309 @@
+using System;
+using System.Collections.Generic;
+using System.Collections.ObjectModel;
+using System.Threading;
+using System.Threading.Tasks;
+using CommunityToolkit.Mvvm.ComponentModel;
+using CommunityToolkit.Mvvm.Input;
+using MarcusLaw.OutlookAddin.Core.Models;
+using MarcusLaw.OutlookAddin.Core.Services;
+using Serilog;
+
+namespace MarcusLaw.OutlookAddin.UI.ViewModels
+{
+    /// <summary>
+    /// Picks a Case + optional subfolder (filesystem-style, via Marcus-Law's
+    /// NetworkStorageIntegration) for saving raw attachment files.
+    /// </summary>
+    public sealed partial class SaveAttachmentsViewModel : ObservableObject
+    {
+        // Default subfolders the integration creates under each Case folder.
+        // Mirrors Resources/metadata/app/networkStorage.json on the server.
+        private static readonly string[] DefaultCaseSubfolders =
+        {
+            "מסמכים",
+            "אסמכתאות",
+            "התכתבויות",
+            "כללי"
+        };
+
+        private const string RootSentinel = "(שורש התיק)";
+
+        private readonly IEspoCrmClient _client;
+        private readonly ILogger _logger;
+        private CancellationTokenSource? _searchCts;
+
+        [ObservableProperty]
+        private string searchText = string.Empty;
+
+        [ObservableProperty]
+        private CaseEntity? selectedCase;
+
+        [ObservableProperty]
+        private string? selectedSubfolder;
+
+        [ObservableProperty]
+        private string? statusMessage;
+
+        /// <summary>
+        /// Resolved server-side case folder path for the currently
+        /// selected case (e.g. "47-אריאל מונאס"). Populated by
+        /// <see cref="RefreshSubfoldersForSelectedCaseAsync"/> after the
+        /// case + primary contact have been fetched. Empty until then.
+        /// </summary>
+        public string? ResolvedCaseFolderPath { get; private set; }
+
+        public ObservableCollection<CaseEntity> Cases { get; } = new ObservableCollection<CaseEntity>();
+
+        public ObservableCollection<string> Subfolders { get; } = new ObservableCollection<string>();
+
+        public ObservableCollection<AttachmentRowViewModel> Attachments { get; } = new ObservableCollection<AttachmentRowViewModel>();
+
+        public bool? DialogResult { get; private set; }
+
+        public IReadOnlyList<EspoAttachment> SelectedAttachments
+        {
+            get
+            {
+                var list = new List<EspoAttachment>();
+                foreach (var row in Attachments)
+                {
+                    if (row.IsSelected) list.Add(row.Data);
+                }
+                return list;
+            }
+        }
+
+        /// <summary>
+        /// Subfolder string the user picked, or null to save to the case
+        /// folder root.
+        /// </summary>
+        public string? ChosenSubfolderName =>
+            string.IsNullOrEmpty(SelectedSubfolder) ||
+            string.Equals(SelectedSubfolder, RootSentinel, StringComparison.Ordinal)
+                ? null
+                : SelectedSubfolder;
+
+        public CaseEntity? PickedCase => SelectedCase;
+
+        public event EventHandler? RequestClose;
+
+        public SaveAttachmentsViewModel(
+            IEspoCrmClient client,
+            ILogger logger,
+            IEnumerable<EspoAttachment> attachments)
+        {
+            _client = client ?? throw new ArgumentNullException(nameof(client));
+            _logger = logger ?? throw new ArgumentNullException(nameof(logger));
+
+            ResetSubfolders();
+
+            foreach (var att in attachments)
+            {
+                Attachments.Add(new AttachmentRowViewModel(att));
+            }
+        }
+
+        private void ResetSubfolders()
+        {
+            Subfolders.Clear();
+            Subfolders.Add(RootSentinel);
+            foreach (var f in DefaultCaseSubfolders) Subfolders.Add(f);
+            SelectedSubfolder = Subfolders[0];
+        }
+
+        partial void OnSearchTextChanged(string value)
+        {
+            _searchCts?.Cancel();
+            _searchCts = new CancellationTokenSource();
+            _ = SearchAsync(value, _searchCts.Token);
+        }
+
+        partial void OnSelectedCaseChanged(CaseEntity? value)
+        {
+            SubmitCommand.NotifyCanExecuteChanged();
+            _ = RefreshSubfoldersForSelectedCaseAsync();
+        }
+
+        /// <summary>
+        /// Refreshes the subfolder dropdown to merge static defaults with
+        /// the actual folders that already exist on the network share for
+        /// the chosen case. Also resolves <see cref="ResolvedCaseFolderPath"/>
+        /// using the same logic as the server (primary contact's name, not
+        /// the case's lawsuit title).
+        /// </summary>
+        public async Task RefreshSubfoldersForSelectedCaseAsync()
+        {
+            ResetSubfolders();
+            ResolvedCaseFolderPath = null;
+
+            var c = SelectedCase;
+            if (c == null || string.IsNullOrEmpty(c.Id)) return;
+
+            try { await _client.EnsureCaseSubfoldersAsync(c.Id).ConfigureAwait(true); }
+            catch (Exception ex) { _logger.Warning(ex, "EnsureCaseSubfolders failed; subfolders may be missing on disk"); }
+
+            string? primaryContactName = null;
+            try
+            {
+                var detail = await _client.GetCaseAsync(
+                    c.Id, "id,name,number,contactsIds,networkStorageFolderPath", default).ConfigureAwait(true);
+                c.Number = detail.Number;
+                c.Name = detail.Name;
+                c.NetworkStorageFolderPath = detail.NetworkStorageFolderPath;
+                c.ContactsIds = detail.ContactsIds ?? new List<string>();
+
+                if (c.ContactsIds.Count > 0)
+                {
+                    try
+                    {
+                        var contact = await _client.GetContactAsync(c.ContactsIds[0], "id,name", default).ConfigureAwait(true);
+                        primaryContactName = contact?.Name;
+                    }
+                    catch (Exception ex) { _logger.Warning(ex, "Primary contact fetch failed for case {CaseId}", c.Id); }
+                }
+            }
+            catch (Exception ex) { _logger.Warning(ex, "GetCase for subfolder list failed"); }
+
+            var folderPath = ResolveCaseFolderPath(c, primaryContactName);
+            ResolvedCaseFolderPath = folderPath;
+            _logger.Information(
+                "Resolved case folder for {CaseId} (number={Number}, contact={Contact}, stored={Stored}) → {Path}",
+                c.Id, c.Number ?? "(none)", primaryContactName ?? "(none)", c.NetworkStorageFolderPath ?? "(none)", folderPath);
+            if (string.IsNullOrEmpty(folderPath)) return;
+
+            try
+            {
+                var items = await _client.ListNetworkStorageFolderAsync(folderPath).ConfigureAwait(true);
+                foreach (var item in items)
+                {
+                    if (!item.IsFolder) continue;
+                    if (Subfolders.Contains(item.Name)) continue;
+                    if (string.Equals(item.Name, RootSentinel, StringComparison.Ordinal)) continue;
+                    Subfolders.Add(item.Name);
+                }
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "Listing subfolders for case {CaseId} failed", c.Id);
+            }
+        }
+
+        /// <summary>
+        /// Mirrors NetworkDocumentService::buildEntityFolderName for Case
+        /// on the server side. Fallback order:
+        ///   1) Case.networkStorageFolderPath (if the integration's hook
+        ///      has set it — most authoritative)
+        ///   2) "&lt;number&gt;-&lt;primary contact name&gt;"   ←  server's recipe
+        ///   3) "&lt;number&gt;-&lt;case lawsuit name&gt;"
+        ///   4) contact / case name on its own
+        /// </summary>
+        public static string ResolveCaseFolderPath(CaseEntity c, string? primaryContactName = null)
+        {
+            if (c == null) return string.Empty;
+            if (!string.IsNullOrWhiteSpace(c.NetworkStorageFolderPath))
+            {
+                return c.NetworkStorageFolderPath!.TrimEnd('/');
+            }
+
+            var nameForFolder = !string.IsNullOrWhiteSpace(primaryContactName)
+                ? primaryContactName!
+                : (c.Name ?? string.Empty);
+
+            var raw = !string.IsNullOrWhiteSpace(c.Number)
+                ? $"{c.Number}-{nameForFolder}"
+                : nameForFolder;
+            return SanitizeFolderSegment(raw);
+        }
+
+        /// <summary>
+        /// Mirrors LocalFilesystemClient::sanitizeFileName on the server side
+        /// so client-computed paths match what the integration writes.
+        /// </summary>
+        public static string SanitizeFolderSegment(string name)
+        {
+            if (string.IsNullOrWhiteSpace(name)) return string.Empty;
+            foreach (var c in new[] { '׳', '״', '\'', '"', '‘', '’', '“', '”' })
+            {
+                name = name.Replace(c.ToString(), string.Empty);
+            }
+            foreach (var c in new[] { '/', '\\', ':', '*', '?', '<', '>', '|' })
+            {
+                name = name.Replace(c, '-');
+            }
+            while (name.Contains("--")) name = name.Replace("--", "-");
+            while (name.Contains("  ")) name = name.Replace("  ", " ");
+            name = name.Replace("-.", ".");
+            return name.Trim(' ', '-');
+        }
+
+        private async Task SearchAsync(string query, CancellationToken ct)
+        {
+            try
+            {
+                await Task.Delay(250, ct).ConfigureAwait(true);
+
+                var trimmed = (query ?? string.Empty).Trim();
+                if (trimmed.Length < 2)
+                {
+                    Cases.Clear();
+                    StatusMessage = null;
+                    return;
+                }
+
+                var search = await _client.GlobalSearchAsync(trimmed, ct).ConfigureAwait(true);
+                ct.ThrowIfCancellationRequested();
+
+                Cases.Clear();
+                int kept = 0;
+                foreach (var hit in search.List)
+                {
+                    if (!string.Equals(hit.EntityType, "Case", StringComparison.OrdinalIgnoreCase)) continue;
+                    Cases.Add(new CaseEntity
+                    {
+                        Id = hit.Id,
+                        Name = hit.Name
+                    });
+                    kept++;
+                }
+                StatusMessage = kept == 0
+                    ? "אין תוצאות מסוג תיק (Case)"
+                    : $"נמצאו {kept} תיקים";
+            }
+            catch (OperationCanceledException) { /* superseded */ }
+            catch (EspoCrmAuthorizationException)
+            {
+                StatusMessage = "מפתח ה-API נדחה — יש לעדכן בהגדרות";
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "SaveAttachments search failed");
+                StatusMessage = "שגיאת חיפוש: " + ex.Message;
+            }
+        }
+
+        [RelayCommand(CanExecute = nameof(CanSubmit))]
+        private void Submit()
+        {
+            DialogResult = true;
+            RequestClose?.Invoke(this, EventArgs.Empty);
+        }
+
+        private bool CanSubmit()
+        {
+            if (SelectedCase == null || string.IsNullOrWhiteSpace(SelectedCase.Id)) return false;
+            foreach (var row in Attachments)
+            {
+                if (row.IsSelected) return true;
+            }
+            return false;
+        }
+
+        [RelayCommand]
+        private void Cancel()
+        {
+            DialogResult = false;
+            RequestClose?.Invoke(this, EventArgs.Empty);
+        }
+    }
+}

src/OutlookAddin.UI/ViewModels/SettingsViewModel.cs

@@ -40,6 +40,15 @@ namespace MarcusLaw.OutlookAddin.UI.ViewModels
         [ObservableProperty]
         private Brush statusBrush = NeutralBrush;
 
+        [ObservableProperty]
+        private string? updateStatus;
+
+        [ObservableProperty]
+        private Brush updateStatusBrush = NeutralBrush;
+
+        [ObservableProperty]
+        private bool isCheckingForUpdate;
+
         public string InitialApiKey { get; }
 
         public string VersionLine { get; }
@@ -70,8 +79,32 @@ namespace MarcusLaw.OutlookAddin.UI.ViewModels
             Username = creds?.Username ?? string.Empty;
             InitialApiKey = creds?.ApiKey ?? string.Empty;
 
-            var version = typeof(SettingsViewModel).Assembly.GetName().Version?.ToString() ?? "1.0.0";
-            VersionLine = $"גרסה {version}";
+            VersionLine = $"גרסה {ResolveDisplayVersion()}";
+        }
+
+        /// <summary>
+        /// Picks the most accurate version to surface in the About tab:
+        /// the ClickOnce activation version when the add-in is installed
+        /// over the wire (auto-updated to the real deployment version),
+        /// else the assembly's AssemblyVersion (which is set per-source
+        /// and may lag behind the deployed ClickOnce manifest).
+        /// </summary>
+        private static string ResolveDisplayVersion()
+        {
+            try
+            {
+                if (System.Deployment.Application.ApplicationDeployment.IsNetworkDeployed)
+                {
+                    return System.Deployment.Application.ApplicationDeployment
+                        .CurrentDeployment.CurrentVersion.ToString();
+                }
+            }
+            catch
+            {
+                // Not running under ClickOnce (dev / F5), or System.Deployment
+                // is not available — fall through to the AssemblyVersion.
+            }
+            return typeof(SettingsViewModel).Assembly.GetName().Version?.ToString() ?? "1.0.0";
         }
 
         /// <summary>
@@ -105,6 +138,66 @@ namespace MarcusLaw.OutlookAddin.UI.ViewModels
 
         private static string WatchedKey(string storeId, string path) => storeId + "|" + path;
 
+        [RelayCommand(CanExecute = nameof(CanCheckForUpdate))]
+        private async Task CheckForUpdateAsync()
+        {
+            IsCheckingForUpdate = true;
+            UpdateStatusBrush = NeutralBrush;
+            UpdateStatus = "בודק עדכונים…";
+            try
+            {
+                if (!System.Deployment.Application.ApplicationDeployment.IsNetworkDeployed)
+                {
+                    UpdateStatusBrush = ErrorBrush;
+                    UpdateStatus = "התוסף לא מותקן דרך ClickOnce — אין כאן עדכון אוטומטי.";
+                    return;
+                }
+
+                var deployment = System.Deployment.Application.ApplicationDeployment.CurrentDeployment;
+                var info = await Task.Run(() => deployment.CheckForDetailedUpdate(false)).ConfigureAwait(true);
+                if (!info.UpdateAvailable)
+                {
+                    UpdateStatusBrush = SuccessBrush;
+                    UpdateStatus = "אתה על הגרסה האחרונה (" + deployment.CurrentVersion + ").";
+                    return;
+                }
+
+                UpdateStatus = $"זמינה גרסה {info.AvailableVersion} — מוריד…";
+                var result = await Task.Run(() => deployment.Update()).ConfigureAwait(true);
+                UpdateStatusBrush = SuccessBrush;
+                UpdateStatus = $"הותקנה גרסה {info.AvailableVersion}. סגור ופתח את Outlook כדי לטעון אותה.";
+            }
+            catch (System.Deployment.Application.DeploymentDownloadException ex)
+            {
+                _logger.Warning(ex, "CheckForUpdate: download failed");
+                UpdateStatusBrush = ErrorBrush;
+                UpdateStatus = "הורדת העדכון נכשלה: " + ex.Message;
+            }
+            catch (System.Deployment.Application.InvalidDeploymentException ex)
+            {
+                _logger.Warning(ex, "CheckForUpdate: invalid deployment manifest");
+                UpdateStatusBrush = ErrorBrush;
+                UpdateStatus = "ה-deployment manifest על השרת לא תקין: " + ex.Message;
+            }
+            catch (Exception ex)
+            {
+                _logger.Warning(ex, "CheckForUpdate failed");
+                UpdateStatusBrush = ErrorBrush;
+                UpdateStatus = "שגיאה בבדיקת עדכונים: " + ex.Message;
+            }
+            finally
+            {
+                IsCheckingForUpdate = false;
+            }
+        }
+
+        private bool CanCheckForUpdate() => !IsCheckingForUpdate;
+
+        partial void OnIsCheckingForUpdateChanged(bool value)
+        {
+            CheckForUpdateCommand.NotifyCanExecuteChanged();
+        }
+
         [RelayCommand]
         private async Task TestConnectionAsync()
         {

src/OutlookAddin/OutlookAddin.csproj

@@ -36,7 +36,7 @@
     <PublishUrl>C:\Users\Chaim\source\repos\OutlookAddin\Publish\</PublishUrl>
     <InstallUrl>\\192.168.10.97\Projects\LegalCRM\Add-in\</InstallUrl>
     <TargetCulture>en</TargetCulture>
-    <ApplicationVersion>1.0.0.4</ApplicationVersion>
+    <ApplicationVersion>1.0.0.5</ApplicationVersion>
     <AutoIncrementApplicationRevision>true</AutoIncrementApplicationRevision>
     <UpdateEnabled>true</UpdateEnabled>
     <UpdateInterval>7</UpdateInterval>
@@ -270,6 +270,9 @@
     <EmbeddedResource Include="Images\klear-compose.png">
       <LogicalName>OutlookAddin.Images.klear-compose.png</LogicalName>
     </EmbeddedResource>
+    <EmbeddedResource Include="Images\klear-attach.png">
+      <LogicalName>OutlookAddin.Images.klear-attach.png</LogicalName>
+    </EmbeddedResource>
     <Compile Include="Services\AddInHost.cs">
       <SubType>Code</SubType>
     </Compile>

src/OutlookAddin/Ribbon/ExplorerRibbon.cs

@@ -19,7 +19,15 @@ namespace OutlookAddin.Ribbon
     {
         private const string ExplorerResource = "OutlookAddin.Ribbon.ExplorerRibbon.xml";
         private const string InspectorResource = "OutlookAddin.Ribbon.InspectorRibbon.xml";
-        private const string FileButtonId = "FileToEspoCrm";
+
+        // Every button whose `getEnabled` depends on the current Explorer
+        // selection must be re-evaluated on every SelectionChange — Office
+        // caches the initial result otherwise and the button stays stuck.
+        private static readonly string[] SelectionDependentButtons =
+        {
+            "FileToEspoCrm",
+            "SaveAttachments"
+        };
 
         private IRibbonUI? _explorerRibbon;
         private IRibbonUI? _inspectorRibbon;
@@ -45,7 +53,7 @@ namespace OutlookAddin.Ribbon
                 var explorer = Globals.ThisAddIn.Application.ActiveExplorer();
                 if (explorer != null)
                 {
-                    explorer.SelectionChange += () => _explorerRibbon?.InvalidateControl(FileButtonId);
+                    explorer.SelectionChange += InvalidateSelectionDependentButtons;
                 }
             }
             catch
@@ -54,6 +62,16 @@ namespace OutlookAddin.Ribbon
             }
         }
 
+        private void InvalidateSelectionDependentButtons()
+        {
+            var ribbon = _explorerRibbon;
+            if (ribbon == null) return;
+            foreach (var id in SelectionDependentButtons)
+            {
+                try { ribbon.InvalidateControl(id); } catch { /* ignore */ }
+            }
+        }
+
         public void OnInspectorRibbonLoad(IRibbonUI ribbon)
         {
             _inspectorRibbon = ribbon;
@@ -92,6 +110,43 @@ namespace OutlookAddin.Ribbon
             Globals.ThisAddIn.AddInHost.ShowSidebar();
         }
 
+        public bool OnGetSaveAttachmentsEnabled(IRibbonControl control)
+        {
+            // Enabled only when EXACTLY one MailItem is selected AND it has
+            // at least one attachment. Doing multi-mail save would conflict
+            // with the per-file checkbox UX in the dialog.
+            try
+            {
+                var selection = Globals.ThisAddIn.Application.ActiveExplorer()?.Selection;
+                if (selection == null || selection.Count != 1) return false;
+                if (selection[1] is not Outlook.MailItem mail) return false;
+                var attachments = mail.Attachments;
+                if (attachments == null) return false;
+                return attachments.Count > 0;
+            }
+            catch
+            {
+                return false;
+            }
+        }
+
+        public void OnSaveAttachments(IRibbonControl control)
+        {
+            try
+            {
+                var selection = Globals.ThisAddIn.Application.ActiveExplorer()?.Selection;
+                if (selection == null || selection.Count != 1) return;
+                if (selection[1] is Outlook.MailItem mail)
+                {
+                    _ = Globals.ThisAddIn.AddInHost.LaunchSaveAttachmentsAsync(mail);
+                }
+            }
+            catch (Exception ex)
+            {
+                Globals.ThisAddIn.AddInHost.Logger.Warning(ex, "OnSaveAttachments failed");
+            }
+        }
+
         public bool OnGetComposeFromCaseVisible(IRibbonControl control)
         {
             // Show only on outgoing (compose) mail inspectors.
@@ -150,6 +205,7 @@ namespace OutlookAddin.Ribbon
                 switch (control.Id)
                 {
                     case "FileToEspoCrm":        fileName = "klear-file.png";     break;
+                    case "SaveAttachments":      fileName = "klear-attach.png";   break;
                     case "ShowSidebar":          fileName = "klear-sidebar.png";  break;
                     case "OpenEspoCrmSettings":  fileName = "klear-settings.png"; break;
                     case "ComposeFromCase":      fileName = "klear-compose.png";  break;

src/OutlookAddin/Ribbon/ExplorerRibbon.xml

@@ -12,6 +12,14 @@
                   getImage="OnGetImage"
                   onAction="OnFileToEspoCrm"
                   getEnabled="OnGetFileToEspoCrmEnabled" />
+          <button id="SaveAttachments"
+                  label="שמור קבצים"
+                  screentip="שמור את הקבצים המצורפים בלבד"
+                  supertip="מעלה את הקבצים המצורפים של המייל הנבחר ל-Klear כ-Documents מקושרים לתיק שתבחר, בלי לתייק את המייל עצמו."
+                  size="large"
+                  getImage="OnGetImage"
+                  onAction="OnSaveAttachments"
+                  getEnabled="OnGetSaveAttachmentsEnabled" />
           <button id="ShowSidebar"
                   label="פרטי תיק"
                   screentip="הצג את סרגל פרטי התיק"

src/OutlookAddin/Services/AddInHost.cs

@@ -38,6 +38,7 @@ namespace OutlookAddin.Services
         public IEspoCrmClient? CrmClient { get; private set; }
         public IFilingService? FilingService { get; private set; }
         public IMatchingService? MatchingService { get; private set; }
+        public IAttachmentSaveService? AttachmentSaveService { get; private set; }
         public ComposeService? ComposeService { get; private set; }
 
         private readonly Outlook.Application _outlookApp;
@@ -353,6 +354,7 @@ namespace OutlookAddin.Services
                 FilingService = new FilingService(CrmClient, RetryQueue, Logger);
                 MatchingService = new MatchingService(CrmClient, _matchCache, Logger);
                 ComposeService = new ComposeService(CrmClient, Logger);
+                AttachmentSaveService = new AttachmentSaveService(CrmClient, Logger);
                 _folderResolver ??= new FolderResolver(_outlookApp, Logger);
                 _folderWatcher = new FolderWatcher(
                     _outlookApp,
@@ -387,6 +389,7 @@ namespace OutlookAddin.Services
             FilingService = null;
             MatchingService = null;
             ComposeService = null;
+            AttachmentSaveService = null;
         }
 
         /// <summary>
@@ -428,6 +431,136 @@ namespace OutlookAddin.Services
             }
         }
 
+        /// <summary>
+        /// Save-attachments-only flow. The user clicks the ribbon's "שמור
+        /// קבצים" button while standing on a mail with one or more
+        /// attachments. We extract the attachments (no Email entity
+        /// created), let the user pick a Case + optional DocumentFolder,
+        /// then upload each attachment + create a Document linked to the
+        /// case.
+        /// </summary>
+        public async Task LaunchSaveAttachmentsAsync(Outlook.MailItem mail)
+        {
+            if (mail == null) return;
+            if (!IsConfigured)
+            {
+                var result = MessageBox.Show(
+                    "התוסף עדיין לא מוגדר. לפתוח את חלון ההגדרות עכשיו?",
+                    "Marcus-Law OutlookAddin",
+                    MessageBoxButton.YesNo,
+                    MessageBoxImage.Information);
+                if (result == MessageBoxResult.Yes) LaunchSettings();
+                if (!IsConfigured) return;
+            }
+
+            // Extract on the STA — MailItemExtractor handles all COM access
+            // and gives us a self-contained envelope.
+            MailEnvelope envelope;
+            try
+            {
+                envelope = MailItemExtractor.Extract(mail);
+            }
+            catch (Exception ex)
+            {
+                Logger.Error(ex, "LaunchSaveAttachmentsAsync: extract failed");
+                MessageBox.Show(
+                    "קריאת הקבצים המצורפים נכשלה: " + ex.Message,
+                    "Marcus-Law OutlookAddin",
+                    MessageBoxButton.OK,
+                    MessageBoxImage.Error);
+                return;
+            }
+
+            if (envelope.Attachments.Count == 0)
+            {
+                MessageBox.Show(
+                    "אין במייל הזה קבצים מצורפים לשמירה.",
+                    "Marcus-Law OutlookAddin",
+                    MessageBoxButton.OK,
+                    MessageBoxImage.Information);
+                return;
+            }
+
+            var vm = new SaveAttachmentsViewModel(CrmClient!, Logger, envelope.Attachments);
+            // Subfolders are populated lazily once the user picks a case;
+            // the default static set is already pre-loaded.
+
+            var dialog = new SaveAttachmentsDialog(vm);
+            AttachOwnerToOutlook(dialog);
+            var ok = dialog.ShowDialog();
+            if (ok != true) return;
+
+            var picked = vm.PickedCase;
+            var selected = vm.SelectedAttachments;
+            if (picked == null || string.IsNullOrEmpty(picked.Id) || selected.Count == 0) return;
+
+            // Prefer the path the VM resolved when the user picked the case
+            // (it already fetched the primary contact and applied the
+            // server's naming convention). Fall back to the no-contact
+            // resolve only if that step somehow didn't run.
+            var caseFolder = !string.IsNullOrWhiteSpace(vm.ResolvedCaseFolderPath)
+                ? vm.ResolvedCaseFolderPath!
+                : SaveAttachmentsViewModel.ResolveCaseFolderPath(picked);
+            if (string.IsNullOrEmpty(caseFolder))
+            {
+                MessageBox.Show(
+                    "לא ניתן לחשב את נתיב התיקייה של התיק. ייתכן שהתיק עוד לא הוגדר ב-Klear.",
+                    "Marcus-Law OutlookAddin",
+                    MessageBoxButton.OK,
+                    MessageBoxImage.Warning);
+                return;
+            }
+            var subfolder = vm.ChosenSubfolderName;
+            var targetFolderPath = string.IsNullOrEmpty(subfolder)
+                ? caseFolder
+                : caseFolder + "/" + subfolder;
+
+            try
+            {
+                Logger.Information(
+                    "Saving {Count} attachment(s) to Case/{Id} ({Name}) → {Path}",
+                    selected.Count, picked.Id, picked.Name, targetFolderPath);
+
+                // Safety net: ensure the case folder + defaults exist on
+                // disk before the per-file uploads (the dialog may have
+                // been submitted before the prior ensure call finished).
+                try { await CrmClient!.EnsureCaseSubfoldersAsync(picked.Id).ConfigureAwait(true); }
+                catch (Exception ex) { Logger.Warning(ex, "Pre-upload ensure failed; continuing anyway"); }
+
+                var summary = await AttachmentSaveService!.SaveAsync(selected, targetFolderPath).ConfigureAwait(true);
+                ShowAttachmentSummary(summary, picked.Name ?? picked.Id, targetFolderPath);
+            }
+            catch (Exception ex)
+            {
+                Logger.Error(ex, "LaunchSaveAttachmentsAsync failed");
+                MessageBox.Show(
+                    "שמירת הקבצים נכשלה: " + ex.Message,
+                    "Marcus-Law OutlookAddin",
+                    MessageBoxButton.OK,
+                    MessageBoxImage.Error);
+            }
+        }
+
+        private static void ShowAttachmentSummary(AttachmentSaveSummary summary, string caseLabel, string targetPath)
+        {
+            string message;
+            MessageBoxImage icon;
+            if (summary.AuthRequired)
+            {
+                message = "מפתח ה-API נדחה. יש לעדכן את ההגדרות ולנסות שוב.";
+                icon = MessageBoxImage.Warning;
+            }
+            else
+            {
+                var parts = new List<string>();
+                if (summary.SavedCount > 0) parts.Add($"נשמרו {summary.SavedCount} קבצים אל \"{caseLabel}\" ({targetPath})");
+                if (summary.FailedCount > 0) parts.Add($"{summary.FailedCount} נכשלו");
+                message = parts.Count == 0 ? "לא נשמרו פריטים." : string.Join(" · ", parts);
+                icon = summary.FailedCount > 0 ? MessageBoxImage.Warning : MessageBoxImage.Information;
+            }
+            MessageBox.Show(message, "Marcus-Law OutlookAddin", MessageBoxButton.OK, icon);
+        }
+
         /// <summary>
         /// Entry point for the URL-protocol handler (outlookaddin://compose?caseId=…).
         /// Creates a brand new MailItem, populates it with case details, then

src/OutlookAddin/Services/MailItemExtractor.cs

@@ -98,9 +98,11 @@ namespace OutlookAddin.Services
                         {
                             att.SaveAsFile(tempPath);
                             var bytes = File.ReadAllBytes(tempPath);
+                            var name = att.FileName ?? "attachment.bin";
                             env.Attachments.Add(new EspoAttachment
                             {
-                                Name = att.FileName ?? "attachment.bin",
+                                Name = name,
+                                ContentType = GuessMimeType(name),
                                 ContentBase64 = Convert.ToBase64String(bytes)
                             });
                         }
@@ -171,6 +173,70 @@ namespace OutlookAddin.Services
             return name;
         }
 
+        /// <summary>
+        /// Picks a sane MIME type from the file extension. EspoCRM's default
+        /// attachment-upload config rejects "application/octet-stream" with
+        /// "Not allowed file type", so we map common Office / image / archive
+        /// extensions to canonical MIMEs before posting.
+        /// </summary>
+        private static string GuessMimeType(string fileName)
+        {
+            if (string.IsNullOrWhiteSpace(fileName)) return "application/octet-stream";
+            var ext = Path.GetExtension(fileName).ToLowerInvariant();
+            switch (ext)
+            {
+                // Office (legacy + OOXML)
+                case ".pdf":  return "application/pdf";
+                case ".doc":  return "application/msword";
+                case ".docx": return "application/vnd.openxmlformats-officedocument.wordprocessingml.document";
+                case ".xls":  return "application/vnd.ms-excel";
+                case ".xlsx": return "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet";
+                case ".ppt":  return "application/vnd.ms-powerpoint";
+                case ".pptx": return "application/vnd.openxmlformats-officedocument.presentationml.presentation";
+                case ".rtf":  return "application/rtf";
+                case ".odt":  return "application/vnd.oasis.opendocument.text";
+                case ".ods":  return "application/vnd.oasis.opendocument.spreadsheet";
+
+                // Text
+                case ".txt":  return "text/plain";
+                case ".csv":  return "text/csv";
+                case ".log":  return "text/plain";
+                case ".htm":
+                case ".html": return "text/html";
+                case ".xml":  return "application/xml";
+                case ".json": return "application/json";
+
+                // Images
+                case ".png":  return "image/png";
+                case ".jpg":
+                case ".jpeg": return "image/jpeg";
+                case ".gif":  return "image/gif";
+                case ".bmp":  return "image/bmp";
+                case ".tif":
+                case ".tiff": return "image/tiff";
+                case ".webp": return "image/webp";
+                case ".svg":  return "image/svg+xml";
+
+                // Archives
+                case ".zip":  return "application/zip";
+                case ".rar":  return "application/x-rar-compressed";
+                case ".7z":   return "application/x-7z-compressed";
+                case ".gz":   return "application/gzip";
+                case ".tar":  return "application/x-tar";
+
+                // Email
+                case ".eml":  return "message/rfc822";
+                case ".msg":  return "application/vnd.ms-outlook";
+
+                // Audio / video — rare in legal mail but cheap to handle
+                case ".mp3":  return "audio/mpeg";
+                case ".wav":  return "audio/wav";
+                case ".mp4":  return "video/mp4";
+
+                default:      return "application/octet-stream";
+            }
+        }
+
         private static T? SafeGet<T>(Func<T> getter) where T : class
         {
             try { return getter(); } catch { return null; }