Multi file uploads (#4358)

* Allow MediaPickerScreen users to select the media selection mode (single or multiple)

* Fix cancellation

* Add support for multiple media URLs on the MediaUploadPreviewScreen.

* Support processing more URLs on the `MediaUploadingPreprocessor` and sending more on the `MediaUploadPreviewScreen`

* Add feature flag for `multipleAttachmentUploadEnabled`

* Add a label showing the current preview item index in the MediaUploadPreviewScreen

* Add support for dragging and dropping or pasting multiple items at the same time.

* Support sharing more than one file through the share extension.

* Limit the number of items that can be shared in one go to 5.

* Fix unit tests

* Fix incorrect fatal error when dealing with single selection media pickers.

* Document the `multipleAttachmentUploadEnabled` usage in the context of the MediaPicker.

* Use a task group for processing selected media in the photo library picker.

* Use a task group for processing multiple selected media in the MediaUploadingPreprocessor

* Switch the maximum number of items that can be shared to 10.

* Allow multiple items to be pasted at the same time.

ElementX/Sources/Application/Settings/AppSettings.swift

@@ -16,11 +16,13 @@ import SwiftUI
 protocol CommonSettingsProtocol {
     var logLevel: LogLevel { get }
     var traceLogPacks: Set<TraceLogPack> { get }
+    var bugReportRageshakeURL: RemotePreference<RageshakeConfiguration> { get }
+    
     var enableOnlySignedDeviceIsolationMode: Bool { get }
     var enableKeyShareOnInvite: Bool { get }
-    var hideQuietNotificationAlerts: Bool { get }
     var threadsEnabled: Bool { get }
-    var bugReportRageshakeURL: RemotePreference<RageshakeConfiguration> { get }
+    var hideQuietNotificationAlerts: Bool { get }
+    var multipleAttachmentUploadEnabled: Bool { get }
 }
 
 /// Store Element specific app settings.
@@ -59,6 +61,7 @@ final class AppSettings {
         case threadsEnabled
         case developerOptionsEnabled
         case sharePosEnabledV2
+        case multipleAttachmentUploadEnabled
         
         // Doug's tweaks 🔧
         case hideUnreadMessagesBadge
@@ -70,6 +73,16 @@ final class AppSettings {
     /// UserDefaults to be used on reads and writes.
     private static var store: UserDefaults! = UserDefaults(suiteName: suiteName)
     
+    /// Whether or not the app is a development build that isn't in production.
+    static var isDevelopmentBuild: Bool = {
+        #if DEBUG
+        true
+        #else
+        let apps = ["io.element.elementx.nightly", "io.element.elementx.pr"]
+        return apps.contains(InfoPlistReader.main.baseBundleIdentifier)
+        #endif
+    }()
+    
     #if IS_MAIN_APP
         
     static func resetAllSettings() {
@@ -135,16 +148,6 @@ final class AppSettings {
     
     // MARK: - Application
     
-    /// Whether or not the app is a development build that isn't in production.
-    static var isDevelopmentBuild: Bool = {
-        #if DEBUG
-        true
-        #else
-        let apps = ["io.element.elementx.nightly", "io.element.elementx.pr"]
-        return apps.contains(InfoPlistReader.main.baseBundleIdentifier)
-        #endif
-    }()
-    
     /// The last known version of the app that was launched on this device, which is
     /// used to detect when migrations should be run. When `nil` the app may have been
     /// deleted between runs so should clear data in the shared container and keychain.
@@ -362,6 +365,8 @@ final class AppSettings {
     @UserPreference(key: UserDefaultsKeys.traceLogPacks, defaultValue: [], storageType: .userDefaults(store))
     var traceLogPacks: Set<TraceLogPack>
     
+    let bugReportRageshakeURL: RemotePreference<RageshakeConfiguration> = .init(Secrets.rageshakeURL.map { .url(URL(string: $0)!) } ?? .disabled) // swiftlint:disable:this force_unwrapping
+    
     /// Configuration to enable only signed device isolation mode for  crypto. In this mode only devices signed by their owner will be considered in e2ee rooms.
     @UserPreference(key: UserDefaultsKeys.enableOnlySignedDeviceIsolationMode, defaultValue: false, storageType: .userDefaults(store))
     var enableOnlySignedDeviceIsolationMode
@@ -370,13 +375,14 @@ final class AppSettings {
     @UserPreference(key: UserDefaultsKeys.enableKeyShareOnInvite, defaultValue: false, storageType: .userDefaults(store))
     var enableKeyShareOnInvite
 
-    @UserPreference(key: UserDefaultsKeys.hideQuietNotificationAlerts, defaultValue: false, storageType: .userDefaults(store))
-    var hideQuietNotificationAlerts
-    
     @UserPreference(key: UserDefaultsKeys.threadsEnabled, defaultValue: false, storageType: .userDefaults(store))
     var threadsEnabled
     
-    let bugReportRageshakeURL: RemotePreference<RageshakeConfiguration> = .init(Secrets.rageshakeURL.map { .url(URL(string: $0)!) } ?? .disabled) // swiftlint:disable:this force_unwrapping
+    @UserPreference(key: UserDefaultsKeys.hideQuietNotificationAlerts, defaultValue: false, storageType: .userDefaults(store))
+    var hideQuietNotificationAlerts
+    
+    @UserPreference(key: UserDefaultsKeys.multipleAttachmentUploadEnabled, defaultValue: isDevelopmentBuild, storageType: .userDefaults(store))
+    var multipleAttachmentUploadEnabled
 }
 
 extension AppSettings: CommonSettingsProtocol { }

ElementX/Sources/FlowCoordinators/RoomFlowCoordinator.swift

@@ -302,11 +302,11 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
             case (_, .presentReportContent, .reportContent(let itemID, let senderID, _)):
                 presentReportContent(for: itemID, from: senderID)
                 
-            case (_, .presentMediaUploadPicker, .mediaUploadPicker(let source, _)):
+            case (_, .presentMediaUploadPicker, .mediaUploadPicker(let mode, _)):
                 guard let timelineController = (context.userInfo as? EventUserInfo)?.timelineController else {
                     fatalError("Missing required TimelineController")
                 }
-                presentMediaUploadPickerWithSource(source, timelineController: timelineController, animated: animated)
+                presentMediaUploadPickerWithMode(mode, timelineController: timelineController, animated: animated)
                 
             case (_, .presentEmojiPicker, .emojiPicker(let itemID, let selectedEmoji, _)):
                 guard let timelineController = (context.userInfo as? EventUserInfo)?.timelineController else {
@@ -406,11 +406,12 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
                 }
                 presentPollForm(mode: mode, timelineController: timelineController)
                 
-            case (_, .presentMediaUploadPreview, .mediaUploadPreview(let fileURL, _)):
+            case (_, .presentMediaUploadPreview, .mediaUploadPreview(let mediaURLs, _)):
                 guard let timelineController = (context.userInfo as? EventUserInfo)?.timelineController else {
                     fatalError("Missing required TimelineController")
                 }
-                presentMediaUploadPreviewScreen(for: fileURL, timelineController: timelineController, animated: animated)
+                
+                presentMediaUploadPreviewScreen(for: mediaURLs, timelineController: timelineController, animated: animated)
                 
             case (_, .presentInviteUsersScreen, .inviteUsersScreen):
                 presentInviteUsersScreen()
@@ -464,8 +465,8 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
                 switch presentationAction {
                 case .eventFocus(let focusedEvent):
                     roomScreenCoordinator?.focusOnEvent(focusedEvent)
-                case .share(.mediaFile(_, let mediaFile)):
-                    stateMachine.tryEvent(.presentMediaUploadPreview(fileURL: mediaFile.url),
+                case .share(.mediaFiles(_, let mediaFiles)):
+                    stateMachine.tryEvent(.presentMediaUploadPreview(mediaURLs: mediaFiles.map(\.url)),
                                           userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
                 case .share(.text(_, let text)):
                     roomScreenCoordinator?.shareText(text)
@@ -501,8 +502,8 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
         }
             
         switch presentationAction {
-        case .share(.mediaFile(_, let mediaFile)):
-            stateMachine.tryEvent(.presentMediaUploadPreview(fileURL: mediaFile.url),
+        case .share(.mediaFiles(_, let mediaFiles)):
+            stateMachine.tryEvent(.presentMediaUploadPreview(mediaURLs: mediaFiles.map(\.url)),
                                   userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
         case .share(.text), .eventFocus:
             break // These are both handled in the coordinator's init.
@@ -556,11 +557,11 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
                 case .presentReportContent(let itemID, let senderID):
                     stateMachine.tryEvent(.presentReportContent(itemID: itemID,
                                                                 senderID: senderID))
-                case .presentMediaUploadPicker(let source):
-                    stateMachine.tryEvent(.presentMediaUploadPicker(source: source),
+                case .presentMediaUploadPicker(let mode):
+                    stateMachine.tryEvent(.presentMediaUploadPicker(mode: mode),
                                           userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
                 case .presentMediaUploadPreviewScreen(let url):
-                    stateMachine.tryEvent(.presentMediaUploadPreview(fileURL: url),
+                    stateMachine.tryEvent(.presentMediaUploadPreview(mediaURLs: url),
                                           userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
                 case .presentEmojiPicker(let itemID, let selectedEmojis):
                     stateMachine.tryEvent(.presentEmojiPicker(itemID: itemID, selectedEmojis: selectedEmojis),
@@ -645,11 +646,11 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
             switch action {
             case .presentReportContent(let itemID, let senderID):
                 stateMachine.tryEvent(.presentReportContent(itemID: itemID, senderID: senderID))
-            case .presentMediaUploadPicker(let source):
-                stateMachine.tryEvent(.presentMediaUploadPicker(source: source),
+            case .presentMediaUploadPicker(let mode):
+                stateMachine.tryEvent(.presentMediaUploadPicker(mode: mode),
                                       userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
-            case .presentMediaUploadPreviewScreen(let url):
-                stateMachine.tryEvent(.presentMediaUploadPreview(fileURL: url),
+            case .presentMediaUploadPreviewScreen(let mediaURLs):
+                stateMachine.tryEvent(.presentMediaUploadPreview(mediaURLs: mediaURLs),
                                       userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
             case .presentLocationPicker:
                 stateMachine.tryEvent(.presentMapNavigator(interactionMode: .picker),
@@ -864,7 +865,8 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
                                                                                    mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: appSettings),
                                                                                    navigationStackCoordinator: stackCoordinator,
                                                                                    userIndicatorController: userIndicatorController,
-                                                                                   orientationManager: appMediator.windowManager)
+                                                                                   orientationManager: appMediator.windowManager,
+                                                                                   appSettings: appSettings)
         let roomDetailsEditCoordinator = RoomDetailsEditScreenCoordinator(parameters: roomDetailsEditParameters)
         
         roomDetailsEditCoordinator.actions.sink { [weak self] action in
@@ -916,13 +918,14 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
         }
     }
     
-    private func presentMediaUploadPickerWithSource(_ source: MediaPickerScreenSource,
-                                                    timelineController: TimelineControllerProtocol,
-                                                    animated: Bool) {
+    private func presentMediaUploadPickerWithMode(_ mode: MediaPickerScreenMode,
+                                                  timelineController: TimelineControllerProtocol,
+                                                  animated: Bool) {
         let stackCoordinator = NavigationStackCoordinator()
-
-        let mediaPickerCoordinator = MediaPickerScreenCoordinator(userIndicatorController: userIndicatorController,
-                                                                  source: source,
+        
+        let mediaPickerCoordinator = MediaPickerScreenCoordinator(mode: mode,
+                                                                  appSettings: appSettings,
+                                                                  userIndicatorController: userIndicatorController,
                                                                   orientationManager: appMediator.windowManager) { [weak self] action in
             guard let self else {
                 return
@@ -930,8 +933,8 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
             switch action {
             case .cancel:
                 navigationStackCoordinator.setSheetCoordinator(nil)
-            case .selectMediaAtURL(let url):
-                stateMachine.tryEvent(.presentMediaUploadPreview(fileURL: url),
+            case .selectedMediaAtURLs(let urls):
+                stateMachine.tryEvent(.presentMediaUploadPreview(mediaURLs: urls),
                                       userInfo: EventUserInfo(animated: animated, timelineController: timelineController))
             }
         }
@@ -945,13 +948,19 @@ class RoomFlowCoordinator: FlowCoordinatorProtocol {
         }
     }
 
-    private func presentMediaUploadPreviewScreen(for url: URL,
+    private func presentMediaUploadPreviewScreen(for mediaURLs: [URL],
                                                  timelineController: TimelineControllerProtocol,
                                                  animated: Bool) {
         let stackCoordinator = NavigationStackCoordinator()
+        
+        let title: String? = if mediaURLs.count == 1 {
+            mediaURLs.first?.lastPathComponent
+        } else {
+            nil
+        }
 
-        let parameters = MediaUploadPreviewScreenCoordinatorParameters(url: url,
-                                                                       title: url.lastPathComponent,
+        let parameters = MediaUploadPreviewScreenCoordinatorParameters(mediaURLs: mediaURLs,
+                                                                       title: title,
                                                                        isRoomEncrypted: roomProxy.infoPublisher.value.isEncrypted,
                                                                        shouldShowCaptionWarning: appSettings.shouldShowMediaCaptionWarning,
                                                                        mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: appSettings),

ElementX/Sources/FlowCoordinators/RoomFlowCoordinatorStateMachine.swift

@@ -57,8 +57,8 @@ extension RoomFlowCoordinator {
         case roomMemberDetails(userID: String, previousState: State)
         case userProfile(userID: String, previousState: State)
         case inviteUsersScreen(previousState: State)
-        case mediaUploadPicker(source: MediaPickerScreenSource, previousState: State)
-        case mediaUploadPreview(fileURL: URL, previousState: State)
+        case mediaUploadPicker(mode: MediaPickerScreenMode, previousState: State)
+        case mediaUploadPreview(mediaURLs: [URL], previousState: State)
         case emojiPicker(itemID: TimelineItemIdentifier, selectedEmojis: Set<String>, previousState: State)
         case mapNavigator(previousState: State)
         case messageForwarding(forwardingItem: MessageForwardingItem, previousState: State)
@@ -123,10 +123,10 @@ extension RoomFlowCoordinator {
         case presentInviteUsersScreen
         case dismissInviteUsersScreen
                 
-        case presentMediaUploadPicker(source: MediaPickerScreenSource)
+        case presentMediaUploadPicker(mode: MediaPickerScreenMode)
         case dismissMediaUploadPicker
         
-        case presentMediaUploadPreview(fileURL: URL)
+        case presentMediaUploadPreview(mediaURLs: [URL])
         case dismissMediaUploadPreview
         
         case presentEmojiPicker(itemID: TimelineItemIdentifier, selectedEmojis: Set<String>)
@@ -185,11 +185,11 @@ extension RoomFlowCoordinator {
             case (.room, .presentReportContent(let itemID, let senderID)):
                 return .reportContent(itemID: itemID, senderID: senderID, previousState: fromState)
                 
-            case (.room, .presentMediaUploadPicker(let source)):
-                return .mediaUploadPicker(source: source, previousState: fromState)
+            case (.room, .presentMediaUploadPicker(let mode)):
+                return .mediaUploadPicker(mode: mode, previousState: fromState)
             
-            case (.room, .presentMediaUploadPreview(let fileURL)):
-                return .mediaUploadPreview(fileURL: fileURL, previousState: fromState)
+            case (.room, .presentMediaUploadPreview(let mediaURLs)):
+                return .mediaUploadPreview(mediaURLs: mediaURLs, previousState: fromState)
                 
             case (.room, .presentEmojiPicker(let itemID, let selectedEmoji)):
                 return .emojiPicker(itemID: itemID, selectedEmojis: selectedEmoji, previousState: fromState)
@@ -222,11 +222,11 @@ extension RoomFlowCoordinator {
             case (.thread, .presentReportContent(let itemID, let senderID)):
                 return .reportContent(itemID: itemID, senderID: senderID, previousState: fromState)
                 
-            case (.thread, .presentMediaUploadPicker(let source)):
-                return .mediaUploadPicker(source: source, previousState: fromState)
+            case (.thread, .presentMediaUploadPicker(let mode)):
+                return .mediaUploadPicker(mode: mode, previousState: fromState)
             
-            case (.thread, .presentMediaUploadPreview(let fileURL)):
-                return .mediaUploadPreview(fileURL: fileURL, previousState: fromState)
+            case (.thread, .presentMediaUploadPreview(let mediaURLs)):
+                return .mediaUploadPreview(mediaURLs: mediaURLs, previousState: fromState)
                 
             case (.thread, .presentEmojiPicker(let itemID, let selectedEmoji)):
                 return .emojiPicker(itemID: itemID, selectedEmojis: selectedEmoji, previousState: fromState)
@@ -362,8 +362,8 @@ extension RoomFlowCoordinator {
             case (.pollsHistoryForm, .dismissPollForm):
                 return .pollsHistory
                 
-            case (.mediaUploadPicker(_, let previousMediaUploadPickerState), .presentMediaUploadPreview(let fileURL)):
-                return .mediaUploadPreview(fileURL: fileURL, previousState: previousMediaUploadPickerState)
+            case (.mediaUploadPicker(_, let previousMediaUploadPickerState), .presentMediaUploadPreview(let mediaURLs)):
+                return .mediaUploadPreview(mediaURLs: mediaURLs, previousState: previousMediaUploadPickerState)
                 
             case (_, .presentInviteUsersScreen):
                 return .inviteUsersScreen(previousState: fromState)

ElementX/Sources/FlowCoordinators/SettingsFlowCoordinator.swift

@@ -171,7 +171,8 @@ class SettingsFlowCoordinator: FlowCoordinatorProtocol {
                                                                              mediaProvider: parameters.userSession.mediaProvider,
                                                                              mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: parameters.appSettings),
                                                                              navigationStackCoordinator: navigationStackCoordinator,
-                                                                             userIndicatorController: parameters.userIndicatorController))
+                                                                             userIndicatorController: parameters.userIndicatorController,
+                                                                             appSettings: parameters.appSettings))
         
         navigationStackCoordinator?.push(coordinator)
     }

ElementX/Sources/FlowCoordinators/UserSessionFlowCoordinator.swift

@@ -735,7 +735,8 @@ class UserSessionFlowCoordinator: FlowCoordinatorProtocol {
                                                               userIndicatorController: ServiceLocator.shared.userIndicatorController,
                                                               navigationStackCoordinator: startChatNavigationStackCoordinator,
                                                               userDiscoveryService: userDiscoveryService,
-                                                              mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: appSettings))
+                                                              mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: appSettings),
+                                                              appSettings: appSettings)
         
         let coordinator = StartChatScreenCoordinator(parameters: parameters)
         coordinator.actions.sink { [weak self] action in
@@ -1039,8 +1040,8 @@ class UserSessionFlowCoordinator: FlowCoordinatorProtocol {
                 navigationSplitCoordinator.setSheetCoordinator(nil)
             case .confirm(let roomID):
                 let sharePayload = switch sharePayload {
-                case .mediaFile(_, let mediaFile):
-                    ShareExtensionPayload.mediaFile(roomID: roomID, mediaFile: mediaFile)
+                case .mediaFiles(_, let mediaFiles):
+                    ShareExtensionPayload.mediaFiles(roomID: roomID, mediaFiles: mediaFiles)
                 case .text(_, let text):
                     ShareExtensionPayload.text(roomID: roomID, text: text)
                 }

ElementX/Sources/Screens/CreateRoom/CreateRoomCoordinator.swift

@@ -19,7 +19,7 @@ enum CreateRoomCoordinatorAction {
     case openRoom(withIdentifier: String)
     case deselectUser(UserProfileProxy)
     case updateDetails(CreateRoomFlowParameters)
-    case displayMediaPickerWithSource(MediaPickerScreenSource)
+    case displayMediaPickerWithMode(MediaPickerScreenMode)
     case removeImage
 }
 
@@ -52,9 +52,9 @@ final class CreateRoomCoordinator: CoordinatorProtocol {
             case .updateDetails(let details):
                 actionsSubject.send(.updateDetails(details))
             case .displayCameraPicker:
-                actionsSubject.send(.displayMediaPickerWithSource(.camera))
+                actionsSubject.send(.displayMediaPickerWithMode(.init(source: .camera, selectionType: .single)))
             case .displayMediaPicker:
-                actionsSubject.send(.displayMediaPickerWithSource(.photoLibrary))
+                actionsSubject.send(.displayMediaPickerWithMode(.init(source: .photoLibrary, selectionType: .single)))
             case .removeImage:
                 actionsSubject.send(.removeImage)
             }

ElementX/Sources/Screens/MediaPickerScreen/CameraPicker.swift

@@ -23,7 +23,8 @@ struct CameraPicker: UIViewControllerRepresentable {
     private let userIndicatorController: UserIndicatorControllerProtocol
     private let callback: (CameraPickerAction) -> Void
     
-    init(userIndicatorController: UserIndicatorControllerProtocol, callback: @escaping (CameraPickerAction) -> Void) {
+    init(userIndicatorController: UserIndicatorControllerProtocol,
+         callback: @escaping (CameraPickerAction) -> Void) {
         self.userIndicatorController = userIndicatorController
         self.callback = callback
     }

ElementX/Sources/Screens/MediaPickerScreen/DocumentPicker.swift

@@ -8,29 +8,35 @@
 import SwiftUI
 
 enum DocumentPickerAction {
-    case selectFile(URL)
+    case selectedMediaAtURLs([URL])
     case cancel
     case error(Error)
 }
 
-enum DocumentPickerError: Error {
-    case unknown
-}
-
 struct DocumentPicker: UIViewControllerRepresentable {
+    private let selectionType: MediaPickerScreenSelectionType
     private let userIndicatorController: UserIndicatorControllerProtocol
     private let callback: (DocumentPickerAction) -> Void
     
-    init(userIndicatorController: UserIndicatorControllerProtocol, callback: @escaping (DocumentPickerAction) -> Void) {
+    init(selectionType: MediaPickerScreenSelectionType,
+         userIndicatorController: UserIndicatorControllerProtocol,
+         callback: @escaping (DocumentPickerAction) -> Void) {
+        self.selectionType = selectionType
         self.userIndicatorController = userIndicatorController
         self.callback = callback
     }
 
     func makeUIViewController(context: Context) -> UIDocumentPickerViewController {
         let documentPicker = UIDocumentPickerViewController(forOpeningContentTypes: [.data])
-        documentPicker.allowsMultipleSelection = false
         documentPicker.delegate = context.coordinator
         
+        documentPicker.allowsMultipleSelection = switch selectionType {
+        case .single:
+            false
+        case .multiple:
+            true
+        }
+        
         return documentPicker
     }
     
@@ -56,11 +62,6 @@ struct DocumentPicker: UIViewControllerRepresentable {
         private static let loadingIndicatorIdentifier = "\(DocumentPicker.self)-Loading"
         
         func documentPicker(_ picker: UIDocumentPickerViewController, didPickDocumentsAt urls: [URL]) {
-            guard let url = urls.first else {
-                documentPicker.callback(.error(DocumentPickerError.unknown))
-                return
-            }
-            
             picker.delegate = nil
             
             documentPicker.userIndicatorController.submitIndicator(UserIndicator(id: Self.loadingIndicatorIdentifier, type: .modal, title: L10n.commonLoading))
@@ -68,14 +69,19 @@ struct DocumentPicker: UIViewControllerRepresentable {
                 documentPicker.userIndicatorController.retractIndicatorWithId(Self.loadingIndicatorIdentifier)
             }
             
-            do {
-                _ = url.startAccessingSecurityScopedResource()
-                let newURL = try FileManager.default.copyFileToTemporaryDirectory(file: url)
-                url.stopAccessingSecurityScopedResource()
-                documentPicker.callback(.selectFile(newURL))
-            } catch {
-                documentPicker.callback(.error(error))
+            var selectedURLs = [URL]()
+            for url in urls.prefix(10) {
+                do {
+                    _ = url.startAccessingSecurityScopedResource()
+                    let newURL = try FileManager.default.copyFileToTemporaryDirectory(file: url)
+                    url.stopAccessingSecurityScopedResource()
+                    selectedURLs.append(newURL)
+                } catch {
+                    documentPicker.callback(.error(error))
+                }
             }
+            
+            documentPicker.callback(.selectedMediaAtURLs(selectedURLs))
         }
     }
 }

ElementX/Sources/Screens/MediaPickerScreen/MediaPickerScreenCoordinator.swift

@@ -7,31 +7,45 @@
 
 import SwiftUI
 
+struct MediaPickerScreenMode: Hashable {
+    let source: MediaPickerScreenSource
+    let selectionType: MediaPickerScreenSelectionType
+}
+
 enum MediaPickerScreenSource {
     case camera
     case photoLibrary
     case documents
 }
 
+enum MediaPickerScreenSelectionType {
+    case single
+    case multiple
+}
+
 enum MediaPickerScreenCoordinatorAction {
-    case selectMediaAtURL(URL)
+    case selectedMediaAtURLs([URL])
     case cancel
 }
 
 class MediaPickerScreenCoordinator: CoordinatorProtocol {
     private let orientationManager: OrientationManagerProtocol
     private let userIndicatorController: UserIndicatorControllerProtocol
-    private let source: MediaPickerScreenSource
+    private let mode: MediaPickerScreenMode
     private let callback: (MediaPickerScreenCoordinatorAction) -> Void
     
-    init(userIndicatorController: UserIndicatorControllerProtocol,
-         source: MediaPickerScreenSource,
+    init(mode: MediaPickerScreenMode,
+         appSettings: AppSettings,
+         userIndicatorController: UserIndicatorControllerProtocol,
          orientationManager: OrientationManagerProtocol,
          callback: @escaping (MediaPickerScreenCoordinatorAction) -> Void) {
         self.userIndicatorController = userIndicatorController
-        self.source = source
         self.orientationManager = orientationManager
         self.callback = callback
+        
+        // The users of the media picker chose their ideal selection type leaving
+        // the feature flag to only be checked and enforced on this level.
+        self.mode = appSettings.multipleAttachmentUploadEnabled ? mode : .init(source: mode.source, selectionType: .single)
     }
     
     func toPresentable() -> AnyView {
@@ -39,51 +53,47 @@ class MediaPickerScreenCoordinator: CoordinatorProtocol {
     }
     
     func start() {
-        guard source == .camera else {
-            return
+        if mode.source == .camera {
+            orientationManager.setOrientation(.portrait)
+            orientationManager.lockOrientation(.portrait)
         }
-        
-        orientationManager.setOrientation(.portrait)
-        orientationManager.lockOrientation(.portrait)
     }
     
     func stop() {
-        guard source == .camera else {
-            return
+        if mode.source == .camera {
+            orientationManager.lockOrientation(.all)
         }
-        
-        orientationManager.lockOrientation(.all)
     }
     
     @ViewBuilder
     private var mediaPicker: some View {
-        switch source {
+        switch mode.source {
         case .camera:
             cameraPicker
         case .photoLibrary:
-            PhotoLibraryPicker(userIndicatorController: userIndicatorController) { [weak self] action in
+            PhotoLibraryPicker(selectionType: mode.selectionType, userIndicatorController: userIndicatorController) { [weak self] action in
                 switch action {
                 case .cancel:
                     self?.callback(.cancel)
                 case .error(let error):
                     MXLog.error("Failed selecting media from the photo library with error: \(error)")
                     self?.showError()
-                case .selectFile(let url):
-                    self?.callback(.selectMediaAtURL(url))
+                case .selectedMediaAtURLs(let urls):
+                    self?.callback(.selectedMediaAtURLs(urls))
                 }
             }
         case .documents:
             // The document picker automatically dismisses everything on selection
             // Strongly retain self in the callback to forward actions correctly
-            DocumentPicker(userIndicatorController: userIndicatorController) { action in
+            DocumentPicker(selectionType: mode.selectionType, userIndicatorController: userIndicatorController) { action in
                 switch action {
                 case .cancel:
                     self.callback(.cancel)
                 case .error(let error):
                     MXLog.error("Failed selecting media from the document picker with error: \(error)")
                     self.showError()
-                case .selectFile(let url):
-                    self.callback(.selectMediaAtURL(url))
+                case .selectedMediaAtURLs(let urls):
+                    self.callback(.selectedMediaAtURLs(urls))
                 }
             }
         }
@@ -98,7 +108,7 @@ class MediaPickerScreenCoordinator: CoordinatorProtocol {
                 MXLog.error("Failed selecting media from the camera picker with error: \(error)")
                 self?.showError()
             case .selectFile(let url):
-                self?.callback(.selectMediaAtURL(url))
+                self?.callback(.selectedMediaAtURLs([url]))
             }
         }
         .background(.black, ignoresSafeAreaEdges: .bottom)

ElementX/Sources/Screens/MediaPickerScreen/PhotoLibraryPicker.swift

@@ -9,7 +9,7 @@ import PhotosUI
 import SwiftUI
 
 enum PhotoLibraryPickerAction {
-    case selectFile(URL)
+    case selectedMediaAtURLs([URL])
     case cancel
     case error(PhotoLibraryPickerError)
 }
@@ -20,17 +20,27 @@ enum PhotoLibraryPickerError: Error {
 }
 
 struct PhotoLibraryPicker: UIViewControllerRepresentable {
+    private let selectionType: MediaPickerScreenSelectionType
     private let userIndicatorController: UserIndicatorControllerProtocol
     private let callback: (PhotoLibraryPickerAction) -> Void
     
-    init(userIndicatorController: UserIndicatorControllerProtocol, callback: @escaping (PhotoLibraryPickerAction) -> Void) {
+    init(selectionType: MediaPickerScreenSelectionType,
+         userIndicatorController: UserIndicatorControllerProtocol,
+         callback: @escaping (PhotoLibraryPickerAction) -> Void) {
+        self.selectionType = selectionType
         self.userIndicatorController = userIndicatorController
         self.callback = callback
     }
 
     func makeUIViewController(context: Context) -> PHPickerViewController {
         var configuration = PHPickerConfiguration(photoLibrary: .shared())
-        configuration.selectionLimit = 1
+        
+        configuration.selectionLimit = switch selectionType {
+        case .single:
+            1
+        case .multiple:
+            10
+        }
         
         let pickerViewController = PHPickerViewController(configuration: configuration)
         pickerViewController.delegate = context.coordinator
@@ -56,38 +66,73 @@ struct PhotoLibraryPicker: UIViewControllerRepresentable {
         private static let loadingIndicatorIdentifier = "\(PhotoLibraryPicker.self)-Loading"
         
         func picker(_ picker: PHPickerViewController, didFinishPicking results: [PHPickerResult]) {
-            guard let provider = results.first?.itemProvider,
-                  let contentType = provider.preferredContentType else {
+            guard !results.isEmpty else {
                 photoLibraryPicker.callback(.cancel)
                 return
             }
             
             picker.delegate = nil
             
-            photoLibraryPicker.userIndicatorController.submitIndicator(UserIndicator(id: Self.loadingIndicatorIdentifier, type: .modal, title: L10n.commonLoading))
+            photoLibraryPicker.userIndicatorController.submitIndicator(UserIndicator(id: Self.loadingIndicatorIdentifier,
+                                                                                     type: .modal,
+                                                                                     title: L10n.commonLoading))
             defer {
                 photoLibraryPicker.userIndicatorController.retractIndicatorWithId(Self.loadingIndicatorIdentifier)
             }
             
-            provider.loadFileRepresentation(forTypeIdentifier: contentType.type.identifier) { [weak self] url, error in
-                guard let url else {
-                    Task { @MainActor in
-                        self?.photoLibraryPicker.callback(.error(.failedLoadingFileRepresentation(error)))
+            Task {
+                let selectedURLs = await withTaskGroup { taskGroup in
+                    for result in results {
+                        taskGroup.addTask { await self.processResult(result) }
                     }
-                    return
+                    
+                    var selectedURLs = [URL]()
+                    for await url in taskGroup {
+                        if let url {
+                            selectedURLs.append(url)
+                        }
+                    }
+                    
+                    return selectedURLs
                 }
                 
-                do {
-                    _ = url.startAccessingSecurityScopedResource()
-                    let newURL = try FileManager.default.copyFileToTemporaryDirectory(file: url)
-                    url.stopAccessingSecurityScopedResource()
-                    
-                    Task { @MainActor in
-                        self?.photoLibraryPicker.callback(.selectFile(newURL))
+                photoLibraryPicker.callback(.selectedMediaAtURLs(selectedURLs))
+            }
+        }
+        
+        // MARK: - Private
+        
+        func processResult(_ result: PHPickerResult) async -> URL? {
+            let provider = result.itemProvider
+            
+            guard let contentType = provider.preferredContentType else {
+                return nil
+            }
+            
+            return await withCheckedContinuation { continuation in
+                provider.loadFileRepresentation(forTypeIdentifier: contentType.type.identifier) { [weak self] url, error in
+                    guard let url else {
+                        Task { @MainActor in
+                            self?.photoLibraryPicker.callback(.error(.failedLoadingFileRepresentation(error)))
+                        }
+                        
+                        continuation.resume(returning: nil)
+                        return
                     }
-                } catch {
-                    Task { @MainActor in
-                        self?.photoLibraryPicker.callback(.error(.failedCopyingFile))
+                    
+                    do {
+                        _ = url.startAccessingSecurityScopedResource()
+                        let newURL = try FileManager.default.copyFileToTemporaryDirectory(file: url)
+                        url.stopAccessingSecurityScopedResource()
+                        
+                        Task { @MainActor in
+                            continuation.resume(returning: newURL)
+                        }
+                    } catch {
+                        Task { @MainActor in
+                            self?.photoLibraryPicker.callback(.error(.failedCopyingFile))
+                            continuation.resume(returning: nil)
+                        }
                     }
                 }
             }

ElementX/Sources/Screens/MediaUploadPreviewScreen/MediaUploadPreviewScreenCoordinator.swift

@@ -9,7 +9,7 @@ import Combine
 import SwiftUI
 
 struct MediaUploadPreviewScreenCoordinatorParameters {
-    let url: URL
+    let mediaURLs: [URL]
     let title: String?
     let isRoomEncrypted: Bool
     let shouldShowCaptionWarning: Bool
@@ -33,7 +33,7 @@ final class MediaUploadPreviewScreenCoordinator: CoordinatorProtocol {
     }
     
     init(parameters: MediaUploadPreviewScreenCoordinatorParameters) {
-        viewModel = MediaUploadPreviewScreenViewModel(url: parameters.url,
+        viewModel = MediaUploadPreviewScreenViewModel(mediaURLs: parameters.mediaURLs,
                                                       title: parameters.title,
                                                       isRoomEncrypted: parameters.isRoomEncrypted,
                                                       shouldShowCaptionWarning: parameters.shouldShowCaptionWarning,

ElementX/Sources/Screens/MediaUploadPreviewScreen/MediaUploadPreviewScreenModels.swift

@@ -12,7 +12,7 @@ enum MediaUploadPreviewScreenViewModelAction {
 }
 
 struct MediaUploadPreviewScreenViewState: BindableState {
-    let url: URL
+    let mediaURLs: [URL]
     let title: String?
     let shouldShowCaptionWarning: Bool
     let isRoomEncrypted: Bool

ElementX/Sources/Screens/MediaUploadPreviewScreen/MediaUploadPreviewScreenViewModel.swift

@@ -16,9 +16,9 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
     private let userIndicatorController: UserIndicatorControllerProtocol
     
     private let mediaUploadingPreprocessor: MediaUploadingPreprocessor
-    private let url: URL
+    private var mediaURLs: [URL]
     
-    private var processingTask: Task<Result<MediaInfo, MediaUploadingPreprocessorError>, Never>
+    private var processingTask: Task<Result<[MediaInfo], MediaUploadingPreprocessorError>, Never>
     private var requestHandle: SendAttachmentJoinHandleProtocol?
     private let clientProxy: ClientProxyProtocol
     
@@ -28,7 +28,7 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
         actionsSubject.eraseToAnyPublisher()
     }
 
-    init(url: URL,
+    init(mediaURLs: [URL],
          title: String?,
          isRoomEncrypted: Bool,
          shouldShowCaptionWarning: Bool,
@@ -36,16 +36,16 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
          timelineController: TimelineControllerProtocol,
          clientProxy: ClientProxyProtocol,
          userIndicatorController: UserIndicatorControllerProtocol) {
-        self.url = url
+        self.mediaURLs = mediaURLs
         self.mediaUploadingPreprocessor = mediaUploadingPreprocessor
         self.timelineController = timelineController
         self.clientProxy = clientProxy
         self.userIndicatorController = userIndicatorController
         
         // Start processing the media whilst the user is reviewing it/adding a caption.
-        processingTask = Self.processMedia(at: url, preprocessor: mediaUploadingPreprocessor, clientProxy: clientProxy)
+        processingTask = Self.processMedia(at: mediaURLs, preprocessor: mediaUploadingPreprocessor, clientProxy: clientProxy)
         
-        super.init(initialViewState: MediaUploadPreviewScreenViewState(url: url,
+        super.init(initialViewState: MediaUploadPreviewScreenViewState(mediaURLs: mediaURLs,
                                                                        title: title,
                                                                        shouldShowCaptionWarning: shouldShowCaptionWarning,
                                                                        isRoomEncrypted: isRoomEncrypted))
@@ -53,7 +53,7 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
     
     override func process(viewAction: MediaUploadPreviewScreenViewAction) {
         // Get the current caption before all the processing starts.
-        let caption = state.bindings.caption.nonBlankString
+        var caption = state.bindings.caption.nonBlankString
         
         switch viewAction {
         case .send:
@@ -62,26 +62,32 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
             Task {
                 defer { stopLoading() }
                 
+                var shouldDismissOnCompletion = true
                 switch await processingTask.value {
-                case .success(let mediaInfo):
-                    switch await sendAttachment(mediaInfo: mediaInfo,
-                                                caption: caption) {
-                    case .success:
-                        actionsSubject.send(.dismiss)
-                    case .failure(let error):
-                        MXLog.error("Failed sending attachment with error: \(error)")
-                        showError(label: L10n.screenMediaUploadPreviewErrorFailedSending)
+                case .success(let mediaInfos):
+                    for mediaInfo in mediaInfos {
+                        switch await sendAttachment(mediaInfo: mediaInfo, caption: caption) {
+                        case .success:
+                            caption = nil // Set the caption only on the first uploaded file.
+                        case .failure(let error):
+                            MXLog.error("Failed processing media to upload with error: \(error)")
+                            showError(label: L10n.screenMediaUploadPreviewErrorFailedProcessing)
+                        }
                     }
                 case .failure(.maxUploadSizeUnknown):
                     showAlert(.maxUploadSizeUnknown)
+                    shouldDismissOnCompletion = false
                 case .failure(.maxUploadSizeExceeded(let limit)):
                     showAlert(.maxUploadSizeExceeded(limit: limit))
                 case .failure(let error):
                     MXLog.error("Failed processing media to upload with error: \(error)")
                     showError(label: L10n.screenMediaUploadPreviewErrorFailedProcessing)
                 }
+                
+                if shouldDismissOnCompletion {
+                    actionsSubject.send(.dismiss)
+                }
             }
-            
         case .cancel:
             requestHandle?.cancel()
             actionsSubject.send(.dismiss)
@@ -94,12 +100,12 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
     
     // MARK: - Private
     
-    private static func processMedia(at url: URL,
+    private static func processMedia(at urls: [URL],
                                      preprocessor: MediaUploadingPreprocessor,
-                                     clientProxy: ClientProxyProtocol) -> Task<Result<MediaInfo, MediaUploadingPreprocessorError>, Never> {
+                                     clientProxy: ClientProxyProtocol) -> Task<Result<[MediaInfo], MediaUploadingPreprocessorError>, Never> {
         Task {
             guard case let .success(maxUploadSize) = await clientProxy.maxMediaUploadSize else { return .failure(.maxUploadSizeUnknown) }
-            return await preprocessor.processMedia(at: url, maxUploadSize: maxUploadSize)
+            return await preprocessor.processMedia(at: urls, maxUploadSize: maxUploadSize)
         }
     }
     
@@ -164,7 +170,7 @@ class MediaUploadPreviewScreenViewModel: MediaUploadPreviewScreenViewModelType,
                                              message: L10n.screenMediaUploadPreviewErrorCouldNotBeUploaded,
                                              primaryButton: .init(title: L10n.actionTryAgain) { [weak self] in
                                                  guard let self else { return }
-                                                 processingTask = Self.processMedia(at: url, preprocessor: mediaUploadingPreprocessor, clientProxy: clientProxy)
+                                                 processingTask = Self.processMedia(at: mediaURLs, preprocessor: mediaUploadingPreprocessor, clientProxy: clientProxy)
                                                  process(viewAction: .send)
                                              },
                                              secondaryButton: .init(title: L10n.actionCancel, role: .cancel) { })

ElementX/Sources/Screens/MediaUploadPreviewScreen/View/MediaUploadPreviewScreen.swift

@@ -5,6 +5,7 @@
 // Please see LICENSE files in the repository root for full details.
 //
 
+import Combine
 import Compound
 import GameController
 import QuickLook
@@ -16,6 +17,7 @@ struct MediaUploadPreviewScreen: View {
     @Bindable var context: MediaUploadPreviewScreenViewModel.Context
     
     @State private var captionWarningFrame: CGRect = .zero
+    @State private var currentIndex = 0
     @FocusState private var isComposerFocussed
     
     private var title: String { ProcessInfo.processInfo.isiOSAppOnMac ? context.viewState.title ?? "" : "" }
@@ -23,8 +25,15 @@ struct MediaUploadPreviewScreen: View {
     
     var body: some View {
         mainContent
-            .id(context.viewState.url)
+            .id(context.viewState.mediaURLs)
             .ignoresSafeArea(edges: [.horizontal])
+            .safeAreaInset(edge: .top) {
+                if context.viewState.mediaURLs.count > 1 {
+                    Text("\(currentIndex + 1) / \(context.viewState.mediaURLs.count)")
+                        .font(.compound.bodySM)
+                        .foregroundColor(.compound.textSecondary)
+                }
+            }
             .safeAreaInset(edge: .bottom, spacing: 0) {
                 composer
                     .padding(.horizontal, 12)
@@ -50,8 +59,9 @@ struct MediaUploadPreviewScreen: View {
                 .foregroundColor(.compound.textSecondary)
                 .frame(maxWidth: .infinity, maxHeight: .infinity)
         } else {
-            PreviewView(fileURL: context.viewState.url,
-                        title: context.viewState.title)
+            PreviewView(mediaURLs: context.viewState.mediaURLs,
+                        title: context.viewState.title,
+                        currentIndex: $currentIndex)
         }
     }
     
@@ -154,11 +164,12 @@ struct MediaUploadPreviewScreen: View {
 }
 
 private struct PreviewView: UIViewControllerRepresentable {
-    let fileURL: URL
+    let mediaURLs: [URL]
     let title: String?
+    @Binding var currentIndex: Int
 
     func makeUIViewController(context: Context) -> UIViewController {
-        let previewController = PreviewViewController()
+        let previewController = PreviewViewController(currentIndex: $currentIndex)
         previewController.dataSource = context.coordinator
         previewController.delegate = context.coordinator
         
@@ -185,11 +196,11 @@ private struct PreviewView: UIViewControllerRepresentable {
         // MARK: - QLPreviewControllerDataSource
         
         func numberOfPreviewItems(in controller: QLPreviewController) -> Int {
-            1
+            view.mediaURLs.count
         }
 
         func previewController(_ controller: QLPreviewController, previewItemAt index: Int) -> QLPreviewItem {
-            PreviewItem(previewItemURL: view.fileURL, previewItemTitle: view.title)
+            PreviewItem(previewItemURL: view.mediaURLs[index], previewItemTitle: view.title)
         }
         
         // MARK: - QLPreviewControllerDelegate
@@ -211,6 +222,28 @@ private class PreviewItem: NSObject, QLPreviewItem {
 }
 
 private class PreviewViewController: QLPreviewController {
+    private var cancellables: Set<AnyCancellable> = []
+    
+    init(currentIndex: Binding<Int>) {
+        super.init(nibName: nil, bundle: nil)
+        
+        // Observation of currentPreviewItem doesn't work, so use the index instead.
+        publisher(for: \.currentPreviewItemIndex)
+            .sink { index in
+                DispatchQueue.main.async {
+                    if index != Int.max { // Because reasons
+                        currentIndex.wrappedValue = index
+                    }
+                }
+            }
+            .store(in: &cancellables)
+    }
+
+    @available(*, unavailable)
+    required init?(coder: NSCoder) {
+        fatalError()
+    }
+    
     override func viewWillLayoutSubviews() {
         super.viewWillLayoutSubviews()
         
@@ -228,7 +261,7 @@ struct MediaUploadPreviewScreen_Previews: PreviewProvider, TestablePreview {
     static let snapshotURL = URL.picturesDirectory
     static let testURL = Bundle.main.url(forResource: "AppIcon60x60@2x", withExtension: "png")
     
-    static let viewModel = MediaUploadPreviewScreenViewModel(url: snapshotURL,
+    static let viewModel = MediaUploadPreviewScreenViewModel(mediaURLs: [snapshotURL],
                                                              title: "App Icon.png",
                                                              isRoomEncrypted: true,
                                                              shouldShowCaptionWarning: true,

ElementX/Sources/Screens/RoomDetailsEditScreen/RoomDetailsEditScreenCoordinator.swift

@@ -16,6 +16,7 @@ struct RoomDetailsEditScreenCoordinatorParameters {
     weak var navigationStackCoordinator: NavigationStackCoordinator?
     let userIndicatorController: UserIndicatorControllerProtocol
     let orientationManager: OrientationManagerProtocol
+    let appSettings: AppSettings
 }
 
 enum RoomDetailsEditScreenCoordinatorAction {
@@ -49,9 +50,9 @@ final class RoomDetailsEditScreenCoordinator: CoordinatorProtocol {
                 case .cancel, .saveFinished:
                     self?.actionsSubject.send(.dismiss)
                 case .displayCameraPicker:
-                    self?.displayMediaPickerWithSource(.camera)
+                    self?.displayMediaPickerWithMode(.init(source: .camera, selectionType: .single))
                 case .displayMediaPicker:
-                    self?.displayMediaPickerWithSource(.photoLibrary)
+                    self?.displayMediaPickerWithMode(.init(source: .photoLibrary, selectionType: .single))
                 }
             }
             .store(in: &cancellables)
@@ -63,17 +64,23 @@ final class RoomDetailsEditScreenCoordinator: CoordinatorProtocol {
     
     // MARK: Private
     
-    private func displayMediaPickerWithSource(_ source: MediaPickerScreenSource) {
+    private func displayMediaPickerWithMode(_ mode: MediaPickerScreenMode) {
         let stackCoordinator = NavigationStackCoordinator()
         
-        let mediaPickerCoordinator = MediaPickerScreenCoordinator(userIndicatorController: parameters.userIndicatorController,
-                                                                  source: source,
+        let mediaPickerCoordinator = MediaPickerScreenCoordinator(mode: mode,
+                                                                  appSettings: parameters.appSettings,
+                                                                  userIndicatorController: parameters.userIndicatorController,
                                                                   orientationManager: parameters.orientationManager) { [weak self] action in
             guard let self else { return }
             switch action {
             case .cancel:
                 parameters.navigationStackCoordinator?.setSheetCoordinator(nil)
-            case .selectMediaAtURL(let url):
+            case .selectedMediaAtURLs(let urls):
+                guard urls.count == 1,
+                      let url = urls.first else {
+                    fatalError("Received an invalid number of URLs")
+                }
+                
                 parameters.navigationStackCoordinator?.setSheetCoordinator(nil)
                 viewModel.didSelectMediaUrl(url: url)
             }

ElementX/Sources/Screens/RoomScreen/ComposerToolbar/ComposerToolbarModels.swift

@@ -27,7 +27,7 @@ enum ComposerToolbarViewModelAction {
     case editLastMessage
     case attach(ComposerAttachmentType)
 
-    case handlePasteOrDrop(provider: NSItemProvider)
+    case handlePasteOrDrop(providers: [NSItemProvider])
 
     case composerModeChanged(mode: ComposerMode)
     case composerFocusedChanged(isFocused: Bool)
@@ -46,7 +46,7 @@ enum ComposerToolbarViewAction {
     case cancelReply
     case cancelEdit
     case attach(ComposerAttachmentType)
-    case handlePasteOrDrop(provider: NSItemProvider)
+    case handlePasteOrDrop(providers: [NSItemProvider])
     case enableTextFormatting
     case composerAction(action: ComposerAction)
     case selectedSuggestion(_ suggestion: SuggestionItem)

ElementX/Sources/Screens/RoomScreen/ComposerToolbar/ComposerToolbarViewModel.swift

@@ -216,8 +216,8 @@ final class ComposerToolbarViewModel: ComposerToolbarViewModelType, ComposerTool
         case .attach(let attachment):
             state.bindings.composerFocused = false
             actionsSubject.send(.attach(attachment))
-        case .handlePasteOrDrop(let provider):
-            actionsSubject.send(.handlePasteOrDrop(provider: provider))
+        case .handlePasteOrDrop(let providers):
+            actionsSubject.send(.handlePasteOrDrop(providers: providers))
         case .enableTextFormatting:
             state.bindings.composerFormattingEnabled = true
             state.bindings.composerFocused = true

ElementX/Sources/Screens/RoomScreen/ComposerToolbar/View/ComposerToolbar.swift

@@ -181,8 +181,8 @@ struct ComposerToolbar: View {
             sendMessage()
         } editAction: {
             context.send(viewAction: .editLastMessage)
-        } pasteAction: { provider in
-            context.send(viewAction: .handlePasteOrDrop(provider: provider))
+        } pasteAction: { providers in
+            context.send(viewAction: .handlePasteOrDrop(providers: providers))
         } cancellationAction: {
             switch context.viewState.composerMode {
             case .edit:
@@ -259,7 +259,7 @@ struct ComposerToolbar: View {
                             viewModel: context.viewState.wysiwygViewModel,
                             itemProviderHelper: ItemProviderHelper(),
                             keyCommands: context.viewState.keyCommands) { provider in
-            context.send(viewAction: .handlePasteOrDrop(provider: provider))
+            context.send(viewAction: .handlePasteOrDrop(providers: [provider]))
         }
     }
     

ElementX/Sources/Screens/RoomScreen/ComposerToolbar/View/MessageComposer.swift

@@ -10,7 +10,7 @@ import SwiftUI
 import WysiwygComposer
 
 typealias GenericKeyHandler = (_ key: UIKeyboardHIDUsage) -> Void
-typealias PasteHandler = (NSItemProvider) -> Void
+typealias PasteHandler = ([NSItemProvider]) -> Void
 
 struct MessageComposer: View {
     @Binding var plainComposerText: NSAttributedString

ElementX/Sources/Screens/RoomScreen/ComposerToolbar/View/MessageComposerTextField.swift

@@ -190,8 +190,8 @@ private struct UITextViewWrapper: UIViewRepresentable {
             textView.insertText("\n")
         }
 
-        func textView(_ textView: UITextView, didReceivePasteWith provider: NSItemProvider) {
-            pasteHandler(provider)
+        func textView(_ textView: UITextView, didReceivePasteWith providers: [NSItemProvider]) {
+            pasteHandler(providers)
         }
         
         func textViewDidChangeSelection(_ textView: UITextView) {
@@ -207,7 +207,7 @@ private struct UITextViewWrapper: UIViewRepresentable {
 private protocol ElementTextViewDelegate: AnyObject {
     func textViewDidReceiveShiftEnterKeyPress(_ textView: UITextView)
     func textViewDidReceiveKeyPress(_ textView: UITextView, key: UIKeyboardHIDUsage)
-    func textView(_ textView: UITextView, didReceivePasteWith provider: NSItemProvider)
+    func textView(_ textView: UITextView, didReceivePasteWith providers: [NSItemProvider])
 }
 
 private class ElementTextView: UITextView, PillAttachmentViewProviderDelegate {
@@ -280,19 +280,19 @@ private class ElementTextView: UITextView, PillAttachmentViewProviderDelegate {
             return false
         }
 
-        return UIPasteboard.general.itemProviders.first?.isSupportedForPasteOrDrop ?? false
+        return UIPasteboard.general.itemProviders.filter { !$0.isSupportedForPasteOrDrop }.isEmpty
     }
 
     override func paste(_ sender: Any?) {
-        guard let provider = UIPasteboard.general.itemProviders.first,
-              provider.isSupportedForPasteOrDrop else {
-            // If the item is not supported for media upload then
-            // just try pasting its contents into the textfield
+        let providers = UIPasteboard.general.itemProviders
+        
+        // Use the default behavior if there are any unsupported providers
+        guard providers.filter({ !$0.isSupportedForPasteOrDrop }).isEmpty else {
             super.paste(sender)
             return
         }
-
-        elementDelegate?.textView(self, didReceivePasteWith: provider)
+        
+        elementDelegate?.textView(self, didReceivePasteWith: providers)
     }
     
     // MARK: PillAttachmentViewProviderDelegate

ElementX/Sources/Screens/RoomScreen/RoomScreenCoordinator.swift

@@ -32,8 +32,8 @@ struct RoomScreenCoordinatorParameters {
 
 enum RoomScreenCoordinatorAction {
     case presentReportContent(itemID: TimelineItemIdentifier, senderID: String)
-    case presentMediaUploadPicker(MediaPickerScreenSource)
-    case presentMediaUploadPreviewScreen(URL)
+    case presentMediaUploadPicker(mode: MediaPickerScreenMode)
+    case presentMediaUploadPreviewScreen(mediaURLs: [URL])
     case presentRoomDetails
     case presentLocationPicker
     case presentPollForm(mode: PollFormMode)
@@ -121,19 +121,19 @@ final class RoomScreenCoordinator: CoordinatorProtocol {
                 case .displayReportContent(let itemID, let senderID):
                     actionsSubject.send(.presentReportContent(itemID: itemID, senderID: senderID))
                 case .displayCameraPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.camera))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .camera, selectionType: .multiple)))
                 case .displayMediaPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.photoLibrary))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .photoLibrary, selectionType: .multiple)))
                 case .displayDocumentPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.documents))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .documents, selectionType: .multiple)))
                 case .displayMediaPreview(let mediaPreviewViewModel):
                     roomViewModel.displayMediaPreview(mediaPreviewViewModel)
                 case .displayLocationPicker:
                     actionsSubject.send(.presentLocationPicker)
                 case .displayPollForm(let mode):
                     actionsSubject.send(.presentPollForm(mode: mode))
-                case .displayMediaUploadPreviewScreen(let url):
-                    actionsSubject.send(.presentMediaUploadPreviewScreen(url))
+                case .displayMediaUploadPreviewScreen(let mediaURLs):
+                    actionsSubject.send(.presentMediaUploadPreviewScreen(mediaURLs: mediaURLs))
                 case .displaySenderDetails(userID: let userID):
                     actionsSubject.send(.presentRoomMemberDetails(userID: userID))
                 case .displayMessageForwarding(let forwardingItem):

ElementX/Sources/Screens/Settings/DeveloperOptionsScreen/DeveloperOptionsScreenModels.swift

@@ -38,15 +38,19 @@ enum DeveloperOptionsScreenViewAction {
 protocol DeveloperOptionsProtocol: AnyObject {
     var logLevel: LogLevel { get set }
     var traceLogPacks: Set<TraceLogPack> { get set }
-    var publicSearchEnabled: Bool { get set }
-    var hideUnreadMessagesBadge: Bool { get set }
-    var fuzzyRoomListSearchEnabled: Bool { get set }
+    
     var enableOnlySignedDeviceIsolationMode: Bool { get set }
     var enableKeyShareOnInvite: Bool { get set }
-    var elementCallBaseURLOverride: URL? { get set }
-    var knockingEnabled: Bool { get set }
     var threadsEnabled: Bool { get set }
     var hideQuietNotificationAlerts: Bool { get set }
+    var multipleAttachmentUploadEnabled: Bool { get set }
+    
+    var hideUnreadMessagesBadge: Bool { get set }
+    var elementCallBaseURLOverride: URL? { get set }
+    
+    var publicSearchEnabled: Bool { get set }
+    var fuzzyRoomListSearchEnabled: Bool { get set }
+    var knockingEnabled: Bool { get set }
     var sharePosEnabled: Bool { get set }
 }
 

ElementX/Sources/Screens/Settings/DeveloperOptionsScreen/View/DeveloperOptionsScreen.swift

@@ -52,6 +52,12 @@ struct DeveloperOptionsScreen: View {
                 }
             }
             
+            Section("Timeline") {
+                Toggle(isOn: $context.multipleAttachmentUploadEnabled) {
+                    Text("Allow selecting multiple attachments for upload")
+                }
+            }
+            
             Section("Join rules") {
                 Toggle(isOn: $context.knockingEnabled) {
                     Text("Knocking")

ElementX/Sources/Screens/Settings/UserDetailsEditScreen/UserDetailsEditScreenCoordinator.swift

@@ -15,6 +15,7 @@ struct UserDetailsEditScreenCoordinatorParameters {
     let mediaUploadingPreprocessor: MediaUploadingPreprocessor
     weak var navigationStackCoordinator: NavigationStackCoordinator?
     let userIndicatorController: UserIndicatorControllerProtocol
+    let appSettings: AppSettings
 }
 
 final class UserDetailsEditScreenCoordinator: CoordinatorProtocol {
@@ -36,11 +37,11 @@ final class UserDetailsEditScreenCoordinator: CoordinatorProtocol {
             .sink { [weak self] action in
                 switch action {
                 case .displayCameraPicker:
-                    self?.displayMediaPickerWithSource(.camera)
+                    self?.displayMediaPickerWithMode(.init(source: .camera, selectionType: .single))
                 case .displayMediaPicker:
-                    self?.displayMediaPickerWithSource(.photoLibrary)
+                    self?.displayMediaPickerWithMode(.init(source: .photoLibrary, selectionType: .single))
                 case .displayFilePicker:
-                    self?.displayMediaPickerWithSource(.documents)
+                    self?.displayMediaPickerWithMode(.init(source: .documents, selectionType: .single))
                 }
             }
             .store(in: &cancellables)
@@ -52,15 +53,23 @@ final class UserDetailsEditScreenCoordinator: CoordinatorProtocol {
     
     // MARK: Private
     
-    private func displayMediaPickerWithSource(_ source: MediaPickerScreenSource) {
+    private func displayMediaPickerWithMode(_ mode: MediaPickerScreenMode) {
         let stackCoordinator = NavigationStackCoordinator()
         
-        let mediaPickerCoordinator = MediaPickerScreenCoordinator(userIndicatorController: parameters.userIndicatorController, source: source, orientationManager: parameters.orientationManager) { [weak self] action in
+        let mediaPickerCoordinator = MediaPickerScreenCoordinator(mode: mode,
+                                                                  appSettings: parameters.appSettings,
+                                                                  userIndicatorController: parameters.userIndicatorController,
+                                                                  orientationManager: parameters.orientationManager) { [weak self] action in
             guard let self else { return }
             switch action {
             case .cancel:
                 parameters.navigationStackCoordinator?.setSheetCoordinator(nil)
-            case .selectMediaAtURL(let url):
+            case .selectedMediaAtURLs(let urls):
+                guard urls.count == 1,
+                      let url = urls.first else {
+                    fatalError("Received an invalid number of URLs")
+                }
+                
                 parameters.navigationStackCoordinator?.setSheetCoordinator(nil)
                 viewModel.didSelectMediaURL(url: url)
             }

ElementX/Sources/Screens/StartChatScreen/StartChatScreenCoordinator.swift

@@ -15,6 +15,7 @@ struct StartChatScreenCoordinatorParameters {
     weak var navigationStackCoordinator: NavigationStackCoordinator?
     let userDiscoveryService: UserDiscoveryServiceProtocol
     let mediaUploadingPreprocessor: MediaUploadingPreprocessor
+    let appSettings: AppSettings
 }
 
 enum StartChatScreenCoordinatorAction {
@@ -124,8 +125,8 @@ final class StartChatScreenCoordinator: CoordinatorProtocol {
                 self.createRoomParameters.send(details)
             case .openRoom(let identifier):
                 self.actionsSubject.send(.openRoom(withIdentifier: identifier))
-            case .displayMediaPickerWithSource(let source):
-                self.displayMediaPickerWithSource(source)
+            case .displayMediaPickerWithMode(let mode):
+                self.displayMediaPickerWithMode(mode)
             case .removeImage:
                 var parameters = self.createRoomParameters.value
                 parameters.avatarImageMedia = nil
@@ -139,15 +140,23 @@ final class StartChatScreenCoordinator: CoordinatorProtocol {
     
     // MARK: - Private
     
-    private func displayMediaPickerWithSource(_ source: MediaPickerScreenSource) {
+    private func displayMediaPickerWithMode(_ mode: MediaPickerScreenMode) {
         let stackCoordinator = NavigationStackCoordinator()
         
-        let mediaPickerCoordinator = MediaPickerScreenCoordinator(userIndicatorController: parameters.userIndicatorController, source: source, orientationManager: parameters.orientationManager) { [weak self] action in
+        let mediaPickerCoordinator = MediaPickerScreenCoordinator(mode: mode,
+                                                                  appSettings: parameters.appSettings,
+                                                                  userIndicatorController: parameters.userIndicatorController,
+                                                                  orientationManager: parameters.orientationManager) { [weak self] action in
             guard let self else { return }
             switch action {
             case .cancel:
                 parameters.navigationStackCoordinator?.setSheetCoordinator(nil)
-            case .selectMediaAtURL(let url):
+            case .selectedMediaAtURLs(let urls):
+                guard urls.count == 1,
+                      let url = urls.first else {
+                    fatalError("Received an invalid number of URLs")
+                }
+                
                 processAvatar(from: url)
             }
         }

ElementX/Sources/Screens/ThreadTimelineScreen/ThreadTimelineScreenCoordinator.swift

@@ -27,8 +27,8 @@ struct ThreadTimelineScreenCoordinatorParameters {
 
 enum ThreadTimelineScreenCoordinatorAction {
     case presentReportContent(itemID: TimelineItemIdentifier, senderID: String)
-    case presentMediaUploadPicker(MediaPickerScreenSource)
-    case presentMediaUploadPreviewScreen(url: URL)
+    case presentMediaUploadPicker(mode: MediaPickerScreenMode)
+    case presentMediaUploadPreviewScreen(mediaURLs: [URL])
     case presentLocationPicker
     case presentLocationViewer(body: String, geoURI: GeoURI, description: String?)
     case presentPollForm(mode: PollFormMode)
@@ -96,11 +96,11 @@ final class ThreadTimelineScreenCoordinator: CoordinatorProtocol {
                 case .displayReportContent(let itemID, let senderID):
                     actionsSubject.send(.presentReportContent(itemID: itemID, senderID: senderID))
                 case .displayCameraPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.camera))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .camera, selectionType: .multiple)))
                 case .displayMediaPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.photoLibrary))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .photoLibrary, selectionType: .multiple)))
                 case .displayDocumentPicker:
-                    actionsSubject.send(.presentMediaUploadPicker(.documents))
+                    actionsSubject.send(.presentMediaUploadPicker(mode: .init(source: .documents, selectionType: .multiple)))
                 case .displayMediaPreview(let mediaPreviewViewModel):
                     viewModel.displayMediaPreview(mediaPreviewViewModel)
                 case .displayLocationPicker:
@@ -111,8 +111,8 @@ final class ThreadTimelineScreenCoordinator: CoordinatorProtocol {
                                                                description: description))
                 case .displayPollForm(let mode):
                     actionsSubject.send(.presentPollForm(mode: mode))
-                case .displayMediaUploadPreviewScreen(let url):
-                    actionsSubject.send(.presentMediaUploadPreviewScreen(url: url))
+                case .displayMediaUploadPreviewScreen(let mediaURLs):
+                    actionsSubject.send(.presentMediaUploadPreviewScreen(mediaURLs: mediaURLs))
                 case .displaySenderDetails(userID: let userID):
                     actionsSubject.send(.presentRoomMemberDetails(userID: userID))
                 case .displayMessageForwarding(let forwardingItem):

ElementX/Sources/Screens/Timeline/TimelineInteractionHandler.swift

@@ -14,7 +14,7 @@ enum TimelineInteractionHandlerAction {
     case displayEmojiPicker(itemID: TimelineItemIdentifier, selectedEmojis: Set<String>)
     case displayReportContent(itemID: TimelineItemIdentifier, senderID: String)
     case displayMessageForwarding(itemID: TimelineItemIdentifier)
-    case displayMediaUploadPreviewScreen(url: URL)
+    case displayMediaUploadPreviewScreen(mediaURLs: [URL])
     case displayPollForm(mode: PollFormMode)
     
     case showActionMenu(TimelineItemActionMenuInfo)
@@ -277,7 +277,7 @@ class TimelineInteractionHandler {
     
     // MARK: Pasting and dropping
     
-    func handlePasteOrDrop(_ provider: NSItemProvider) {
+    func handlePasteOrDrop(_ providers: [NSItemProvider]) {
         Task {
             let loadingIndicatorIdentifier = UUID().uuidString
             self.userIndicatorController.submitIndicator(UserIndicator(id: loadingIndicatorIdentifier, type: .modal, title: L10n.commonLoading, persistent: true))
@@ -285,13 +285,19 @@ class TimelineInteractionHandler {
                 self.userIndicatorController.retractIndicatorWithId(loadingIndicatorIdentifier)
             }
             
-            guard let fileURL = await provider.storeData() else {
-                MXLog.error("Failed storing NSItemProvider data \(provider)")
-                self.actionsSubject.send(.displayErrorToast(L10n.screenRoomErrorFailedProcessingMedia))
-                return
+            var mediaURLs = [URL]()
+            for provider in providers {
+                if let fileURL = await provider.storeData() {
+                    mediaURLs.append(fileURL)
+                } else {
+                    MXLog.error("Failed storing NSItemProvider data \(provider)")
+                    self.actionsSubject.send(.displayErrorToast(L10n.screenRoomErrorFailedProcessingMedia))
+                }
             }
             
-            self.actionsSubject.send(.displayMediaUploadPreviewScreen(url: fileURL))
+            if !mediaURLs.isEmpty {
+                self.actionsSubject.send(.displayMediaUploadPreviewScreen(mediaURLs: mediaURLs))
+            }
         }
     }
     

ElementX/Sources/Screens/Timeline/TimelineModels.swift

@@ -18,7 +18,7 @@ enum TimelineViewModelAction {
     case displayDocumentPicker
     case displayLocationPicker
     case displayPollForm(mode: PollFormMode)
-    case displayMediaUploadPreviewScreen(url: URL)
+    case displayMediaUploadPreviewScreen(mediaURLs: [URL])
     case displaySenderDetails(userID: String)
     case displayMessageForwarding(forwardingItem: MessageForwardingItem)
     case displayMediaPreview(TimelineMediaPreviewViewModel)
@@ -63,7 +63,7 @@ enum TimelineViewAction {
     case displayReadReceipts(itemID: TimelineItemIdentifier)
     case displayThread(itemID: TimelineItemIdentifier)
     
-    case handlePasteOrDrop(provider: NSItemProvider)
+    case handlePasteOrDrop(providers: [NSItemProvider])
     case handlePollAction(TimelineViewPollAction)
     case handleAudioPlayerAction(TimelineAudioPlayerAction)
     

ElementX/Sources/Screens/Timeline/TimelineViewModel.swift

@@ -192,8 +192,8 @@ class TimelineViewModel: TimelineViewModelType, TimelineViewModelProtocol {
             displayReadReceipts(for: itemID)
         case .displayThread(let itemID):
             actionsSubject.send(.displayThread(itemID: itemID))
-        case .handlePasteOrDrop(let provider):
-            timelineInteractionHandler.handlePasteOrDrop(provider)
+        case .handlePasteOrDrop(let providers):
+            timelineInteractionHandler.handlePasteOrDrop(providers)
         case .handlePollAction(let pollAction):
             handlePollAction(pollAction)
         case .handleAudioPlayerAction(let audioPlayerAction):
@@ -231,8 +231,8 @@ class TimelineViewModel: TimelineViewModelType, TimelineViewModelProtocol {
             editLastMessage()
         case .attach(let attachment):
             attach(attachment)
-        case .handlePasteOrDrop(let provider):
-            timelineInteractionHandler.handlePasteOrDrop(provider)
+        case .handlePasteOrDrop(let providers):
+            timelineInteractionHandler.handlePasteOrDrop(providers)
         case .composerModeChanged(mode: let mode):
             trackComposerMode(mode)
         case .composerFocusedChanged(isFocused: let isFocused):
@@ -480,8 +480,8 @@ class TimelineViewModel: TimelineViewModelType, TimelineViewModelProtocol {
                     actionsSubject.send(.displayPollForm(mode: mode))
                 case .displayReportContent(let itemID, let senderID):
                     actionsSubject.send(.displayReportContent(itemID: itemID, senderID: senderID))
-                case .displayMediaUploadPreviewScreen(let url):
-                    actionsSubject.send(.displayMediaUploadPreviewScreen(url: url))
+                case .displayMediaUploadPreviewScreen(let mediaURLs):
+                    actionsSubject.send(.displayMediaUploadPreviewScreen(mediaURLs: mediaURLs))
                 case .showActionMenu(let actionMenuInfo):
                     self.state.bindings.actionMenuInfo = actionMenuInfo
                 case .showDebugInfo(let debugInfo):

ElementX/Sources/Screens/Timeline/View/TimelineView.swift

@@ -55,12 +55,13 @@ struct TimelineView: View {
                     .environmentObject(timelineContext)
             }
             .onDrop(of: ["public.item", "public.file-url"], isTargeted: $dragOver) { providers -> Bool in
-                guard let provider = providers.first,
-                      provider.isSupportedForPasteOrDrop else {
+                let supportedProviders = providers.filter(\.isSupportedForPasteOrDrop)
+                
+                guard !supportedProviders.isEmpty else {
                     return false
                 }
                 
-                timelineContext.send(viewAction: .handlePasteOrDrop(provider: provider))
+                timelineContext.send(viewAction: .handlePasteOrDrop(providers: supportedProviders))
                 return true
             }
     }

ElementX/Sources/Services/Media/MediaUploadingPreprocessor.swift

@@ -94,6 +94,33 @@ struct MediaUploadingPreprocessor {
         static let videoThumbnailTime = 5.0 // seconds
     }
     
+    /// Processes media at the given URLs. It will generate thumbnails for images and videos, convert videos to 1080p mp4, strip GPS locations
+    /// from images and retrieve associated media information
+    /// - Parameter urls: the file URL
+    /// - Returns: a collection of results containing specific type of `MediaInfo` depending on the file type
+    /// and its associated details or any resulting error
+    func processMedia(at urls: [URL], maxUploadSize: UInt) async -> Result<[MediaInfo], MediaUploadingPreprocessorError> {
+        await withTaskGroup { taskGroup in
+            for url in urls {
+                taskGroup.addTask {
+                    await processMedia(at: url, maxUploadSize: maxUploadSize)
+                }
+            }
+            
+            var mediaInfos = [MediaInfo]()
+            for await result in taskGroup {
+                switch result {
+                case .success(let mediaInfo):
+                    mediaInfos.append(mediaInfo)
+                case .failure(let error):
+                    return .failure(error)
+                }
+            }
+            
+            return .success(mediaInfos)
+        }
+    }
+    
     /// Processes media at a given URL. It will generate thumbnails for images and videos, convert videos to 1080p mp4, strip GPS locations
     /// from images and retrieve associated media information
     /// - Parameter url: the file URL

ElementX/Sources/ShareExtension/ShareExtensionModels.swift

@@ -12,12 +12,12 @@ enum ShareExtensionConstants {
 }
 
 enum ShareExtensionPayload: Hashable, Codable {
-    case mediaFile(roomID: String?, mediaFile: ShareExtensionMediaFile)
+    case mediaFiles(roomID: String?, mediaFiles: [ShareExtensionMediaFile])
     case text(roomID: String?, text: String)
     
     var roomID: String? {
         switch self {
-        case .mediaFile(let roomID, _),
+        case .mediaFiles(let roomID, _),
              .text(let roomID, _):
             roomID
         }
@@ -27,14 +27,16 @@ enum ShareExtensionPayload: Hashable, Codable {
     /// system's `temporaryDirectory` returning a modified payload with updated file URLs.
     func withDefaultTemporaryDirectory() throws -> Self {
         switch self {
-        case .mediaFile(let roomID, let mediaFile):
-            let path = mediaFile.url.path.replacing(URL.appGroupTemporaryDirectory.path, with: "").trimmingPrefix("/")
-            let newURL = URL.temporaryDirectory.appending(path: path)
-            
-            try? FileManager.default.removeItem(at: newURL)
-            try FileManager.default.moveItem(at: mediaFile.url, to: newURL)
-            
-            return .mediaFile(roomID: roomID, mediaFile: mediaFile.replacingURL(with: newURL))
+        case .mediaFiles(let roomID, let mediaFiles):
+            return try .mediaFiles(roomID: roomID, mediaFiles: mediaFiles.map { mediaFile in
+                let path = mediaFile.url.path.replacing(URL.appGroupTemporaryDirectory.path, with: "").trimmingPrefix("/")
+                let newURL = URL.temporaryDirectory.appending(path: path)
+                
+                try? FileManager.default.removeItem(at: newURL)
+                try FileManager.default.moveItem(at: mediaFile.url, to: newURL)
+                
+                return mediaFile.replacingURL(with: newURL)
+            })
         case .text:
             return self
         }

ElementX/Sources/UITests/UITestsAppCoordinator.swift

@@ -639,7 +639,8 @@ class MockScreen: Identifiable {
                                                                          userIndicatorController: UserIndicatorControllerMock(),
                                                                          navigationStackCoordinator: navigationStackCoordinator,
                                                                          userDiscoveryService: userDiscoveryMock,
-                                                                         mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: ServiceLocator.shared.settings))
+                                                                         mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: ServiceLocator.shared.settings),
+                                                                         appSettings: ServiceLocator.shared.settings)
             let coordinator = StartChatScreenCoordinator(parameters: parameters)
             navigationStackCoordinator.setRootCoordinator(coordinator)
             return navigationStackCoordinator
@@ -654,7 +655,8 @@ class MockScreen: Identifiable {
                                                                            userIndicatorController: UserIndicatorControllerMock(),
                                                                            navigationStackCoordinator: navigationStackCoordinator,
                                                                            userDiscoveryService: userDiscoveryMock,
-                                                                           mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: ServiceLocator.shared.settings)))
+                                                                           mediaUploadingPreprocessor: MediaUploadingPreprocessor(appSettings: ServiceLocator.shared.settings),
+                                                                           appSettings: ServiceLocator.shared.settings))
             navigationStackCoordinator.setRootCoordinator(coordinator)
             return navigationStackCoordinator
         case .createRoom:

ShareExtension/Sources/ShareExtensionViewController.swift

@@ -63,23 +63,32 @@ class ShareExtensionViewController: UIViewController {
     // MARK: - Private
     
     private func prepareSharePayload() async -> ShareExtensionPayload? {
-        guard let extensionItem = extensionContext?.inputItems.first as? NSExtensionItem,
-              let itemProvider = extensionItem.attachments?.first else {
+        guard let extensionContext,
+              let extensionItem = extensionContext.inputItems.first as? NSExtensionItem,
+              let itemProviders = extensionItem.attachments else {
             return nil
         }
         
-        let roomID = (extensionContext?.intent as? INSendMessageIntent)?.conversationIdentifier
+        let roomID = (extensionContext.intent as? INSendMessageIntent)?.conversationIdentifier
         
-        if let fileURL = await itemProvider.storeData(withinAppGroupContainer: true) {
-            return .mediaFile(roomID: roomID, mediaFile: .init(url: fileURL, suggestedName: fileURL.lastPathComponent))
-        } else if let url = await itemProvider.loadTransferable(type: URL.self) {
-            return .text(roomID: roomID, text: url.absoluteString)
-        } else if let string = await itemProvider.loadString() {
-            return .text(roomID: roomID, text: string)
-        } else {
-            MXLog.error("Failed loading NSItemProvider data: \(itemProvider)")
-            return nil
+        var mediaFiles = [ShareExtensionMediaFile]()
+        for itemProvider in itemProviders {
+            if let fileURL = await itemProvider.storeData(withinAppGroupContainer: true) {
+                mediaFiles.append(.init(url: fileURL, suggestedName: fileURL.lastPathComponent))
+            } else if let url = await itemProvider.loadTransferable(type: URL.self) {
+                return .text(roomID: roomID, text: url.absoluteString)
+            } else if let string = await itemProvider.loadString() {
+                return .text(roomID: roomID, text: string)
+            } else {
+                MXLog.error("Failed loading NSItemProvider data: \(itemProvider)")
+            }
         }
+        
+        if !mediaFiles.isEmpty {
+            return .mediaFiles(roomID: roomID, mediaFiles: mediaFiles)
+        }
+        
+        return nil
     }
     
     private func openMainApp(payload: ShareExtensionPayload) async {

ShareExtension/SupportingFiles/Info.plist

@@ -31,15 +31,15 @@
 			<key>NSExtensionActivationRule</key>
 			<dict>
 				<key>NSExtensionActivationSupportsFileWithMaxCount</key>
-				<integer>1</integer>
+				<integer>10</integer>
 				<key>NSExtensionActivationSupportsImageWithMaxCount</key>
-				<integer>1</integer>
+				<integer>10</integer>
 				<key>NSExtensionActivationSupportsMovieWithMaxCount</key>
-				<integer>1</integer>
+				<integer>10</integer>
 				<key>NSExtensionActivationSupportsText</key>
 				<true/>
 				<key>NSExtensionActivationSupportsWebURLWithMaxCount</key>
-				<integer>1</integer>
+				<integer>10</integer>
 			</dict>
 		</dict>
 		<key>NSExtensionPointIdentifier</key>

ShareExtension/SupportingFiles/target.yml

@@ -53,11 +53,11 @@ targets:
           NSExtensionAttributes:
             IntentsSupported: [INSendMessageIntent]
             NSExtensionActivationRule:
-              NSExtensionActivationSupportsFileWithMaxCount: 1
-              NSExtensionActivationSupportsImageWithMaxCount: 1
-              NSExtensionActivationSupportsMovieWithMaxCount: 1
+              NSExtensionActivationSupportsFileWithMaxCount: 10
+              NSExtensionActivationSupportsImageWithMaxCount: 10
+              NSExtensionActivationSupportsMovieWithMaxCount: 10
               NSExtensionActivationSupportsText: true
-              NSExtensionActivationSupportsWebURLWithMaxCount: 1
+              NSExtensionActivationSupportsWebURLWithMaxCount: 10
 
     entitlements:
       path: ShareExtension.entitlements

UnitTests/Sources/MediaUploadPreviewScreenViewModelTests.swift

@@ -173,7 +173,7 @@ class MediaUploadPreviewScreenViewModelTests: XCTestCase {
             clientProxy.underlyingMaxMediaUploadSize = maxUploadSizeResult
         }
         
-        viewModel = MediaUploadPreviewScreenViewModel(url: url,
+        viewModel = MediaUploadPreviewScreenViewModel(mediaURLs: [url],
                                                       title: "Some File",
                                                       isRoomEncrypted: true,
                                                       shouldShowCaptionWarning: true,

UnitTests/Sources/RoomFlowCoordinatorTests.swift

@@ -225,7 +225,7 @@ class RoomFlowCoordinatorTests: XCTestCase {
         XCTAssert(navigationStackCoordinator.rootCoordinator is RoomScreenCoordinator)
         XCTAssertEqual(navigationStackCoordinator.stackCoordinators.count, 0)
         
-        let sharePayload: ShareExtensionPayload = .mediaFile(roomID: "1", mediaFile: .init(url: .picturesDirectory, suggestedName: nil))
+        let sharePayload: ShareExtensionPayload = .mediaFiles(roomID: "1", mediaFiles: [.init(url: .picturesDirectory, suggestedName: nil)])
         try await process(route: .share(sharePayload))
         
         XCTAssert(navigationStackCoordinator.rootCoordinator is RoomScreenCoordinator)

UnitTests/Sources/UserSessionFlowCoordinatorTests.swift

@@ -246,7 +246,7 @@ class UserSessionFlowCoordinatorTests: XCTestCase {
         try await process(route: .settings, expectedState: .settingsScreen(roomListSelectedRoomID: nil))
         XCTAssertTrue((splitCoordinator?.sheetCoordinator as? NavigationStackCoordinator)?.rootCoordinator is SettingsScreenCoordinator)
         
-        let sharePayload: ShareExtensionPayload = .mediaFile(roomID: nil, mediaFile: .init(url: .picturesDirectory, suggestedName: nil))
+        let sharePayload: ShareExtensionPayload = .mediaFiles(roomID: nil, mediaFiles: [.init(url: .picturesDirectory, suggestedName: nil)])
         try await process(route: .share(sharePayload),
                           expectedState: .shareExtensionRoomList(sharePayload: sharePayload))
         
@@ -257,7 +257,7 @@ class UserSessionFlowCoordinatorTests: XCTestCase {
         try await process(route: .event(eventID: "1", roomID: "1", via: []), expectedState: .roomList(roomListSelectedRoomID: "1"))
         XCTAssertTrue(detailNavigationStack?.rootCoordinator is RoomScreenCoordinator)
         
-        let sharePayload: ShareExtensionPayload = .mediaFile(roomID: "2", mediaFile: .init(url: .picturesDirectory, suggestedName: nil))
+        let sharePayload: ShareExtensionPayload = .mediaFiles(roomID: "2", mediaFiles: [.init(url: .picturesDirectory, suggestedName: nil)])
         try await process(route: .share(sharePayload),
                           expectedState: .roomList(roomListSelectedRoomID: "2"))