diff --git a/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/FileProviderExtension+CustomActions.swift b/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/FileProviderExtension+CustomActions.swift
new file mode 100644
index 0000000000..c8bfcd2842
--- /dev/null
+++ b/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/FileProviderExtension+CustomActions.swift
@@ -0,0 +1,82 @@
+/*
+ * SPDX-FileCopyrightText: 2025 Nextcloud GmbH and Nextcloud contributors
+ * SPDX-License-Identifier: GPL-2.0-or-later
+ */
+
+import FileProvider
+import NextcloudFileProviderKit
+import OSLog
+
+extension FileProviderExtension: NSFileProviderCustomAction {
+    func performAction(
+        identifier actionIdentifier: NSFileProviderExtensionActionIdentifier,
+        onItemsWithIdentifiers itemIdentifiers: [NSFileProviderItemIdentifier],
+        completionHandler: @escaping ((any Error)?) -> Void
+    ) -> Progress {
+        switch actionIdentifier.rawValue {
+        case "com.nextcloud.desktopclient.FileProviderExt.KeepDownloadedAction":
+            return performKeepDownloadedAction(
+                keepDownloaded: true,
+                onItemsWithIdentifiers: itemIdentifiers,
+                completionHandler: completionHandler
+            )
+        case "com.nextcloud.desktopclient.FileProviderExt.AutoEvictAction":
+            return performKeepDownloadedAction(
+                keepDownloaded: false,
+                onItemsWithIdentifiers: itemIdentifiers,
+                completionHandler: completionHandler
+            )
+        default:
+            Logger.fileProviderExtension.error("Unsupported action: \(actionIdentifier.rawValue)")
+            completionHandler(NSError(domain: NSCocoaErrorDomain, code: NSFeatureUnsupportedError))
+            return Progress()
+        }
+    }
+    
+    private func performKeepDownloadedAction(
+        keepDownloaded: Bool,
+        onItemsWithIdentifiers itemIdentifiers: [NSFileProviderItemIdentifier],
+        completionHandler: @escaping ((any Error)?) -> Void
+    ) -> Progress {
+        guard let ncAccount else {
+            Logger.fileProviderExtension.error(
+                "Not setting keep offline for items, account not set up yet."
+            )
+            completionHandler(NSFileProviderError(.notAuthenticated))
+            return Progress()
+        }
+        guard let dbManager else {
+            Logger.fileProviderExtension.error(
+                "Not setting keep offline for items as database is unreachable."
+            )
+            completionHandler(NSFileProviderError(.cannotSynchronize))
+            return Progress()
+        }
+
+        let progress = Progress()
+        for identifier in itemIdentifiers {
+            guard let item = Item.storedItem(
+                identifier: identifier,
+                account: ncAccount,
+                remoteInterface: ncKit,
+                dbManager: dbManager
+            ) else {
+                let error = NSError.fileProviderErrorForNonExistentItem(withIdentifier: identifier)
+                completionHandler(error)
+                return progress
+            }
+
+            let childProgress = Progress()
+            progress.addChild(childProgress, withPendingUnitCount: 1)
+            Task {
+                do {
+                    try await item.set(keepDownloaded: keepDownloaded, domain: domain)
+                    childProgress.completedUnitCount = 1
+                } catch let error {
+                    completionHandler(error)
+                }
+            }
+        }
+        return progress
+    }
+}
diff --git a/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/Info.plist b/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/Info.plist
index 6649e742f6..ebccd214d6 100644
--- a/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/Info.plist
+++ b/shell_integration/MacOSX/NextcloudIntegration/FileProviderExt/Info.plist
@@ -10,6 +10,25 @@
 	<string>$(OC_APPLICATION_REV_DOMAIN).$(PRODUCT_NAME)</string>
 	<key>NSExtension</key>
 	<dict>
+		<key>NSExtensionFileProviderActions</key>
+		<array>
+			<dict>
+				<key>NSExtensionFileProviderActionActivationRule</key>
+				<string>SUBQUERY ( fileproviderItems, $fileproviderItem, $fileproviderItem.userInfo.displayKeepDownloaded == true ).@count &gt; 0</string>
+				<key>NSExtensionFileProviderActionIdentifier</key>
+				<string>com.nextcloud.desktopclient.FileProviderExt.KeepDownloadedAction</string>
+				<key>NSExtensionFileProviderActionName</key>
+				<string>Always keep downloaded</string>
+			</dict>
+			<dict>
+				<key>NSExtensionFileProviderActionActivationRule</key>
+				<string>SUBQUERY ( fileproviderItems, $fileproviderItem, $fileproviderItem.userInfo.displayAllowAutoEvicting == true ).@count &gt; 0</string>
+				<key>NSExtensionFileProviderActionIdentifier</key>
+				<string>com.nextcloud.desktopclient.FileProviderExt.AutoEvictAction</string>
+				<key>NSExtensionFileProviderActionName</key>
+				<string>Allow automatic freeing up space</string>
+			</dict>
+		</array>
 		<key>NSExtensionFileProviderDocumentGroup</key>
 		<string>$(OC_SOCKETAPI_TEAM_IDENTIFIER_PREFIX)$(OC_APPLICATION_REV_DOMAIN)</string>
 		<key>NSExtensionFileProviderSupportsEnumeration</key>
diff --git a/shell_integration/MacOSX/NextcloudIntegration/NextcloudIntegration.xcodeproj/project.pbxproj b/shell_integration/MacOSX/NextcloudIntegration/NextcloudIntegration.xcodeproj/project.pbxproj
index ce29a33758..c701ab4ae7 100644
--- a/shell_integration/MacOSX/NextcloudIntegration/NextcloudIntegration.xcodeproj/project.pbxproj
+++ b/shell_integration/MacOSX/NextcloudIntegration/NextcloudIntegration.xcodeproj/project.pbxproj
@@ -7,6 +7,7 @@
 	objects = {
 
 /* Begin PBXBuildFile section */
+		530429982DD44235004BB598 /* FileProviderExtension+CustomActions.swift in Sources */ = {isa = PBXBuildFile; fileRef = 530429972DD44226004BB598 /* FileProviderExtension+CustomActions.swift */; };
 		5307A6E62965C6FA001E0C6A /* NextcloudKit in Frameworks */ = {isa = PBXBuildFile; productRef = 5307A6E52965C6FA001E0C6A /* NextcloudKit */; };
 		5307A6E82965DAD8001E0C6A /* NextcloudKit in Frameworks */ = {isa = PBXBuildFile; productRef = 5307A6E72965DAD8001E0C6A /* NextcloudKit */; };
 		531522822B8E01C6002E31BE /* ShareTableItemView.xib in Resources */ = {isa = PBXBuildFile; fileRef = 531522812B8E01C6002E31BE /* ShareTableItemView.xib */; };
@@ -152,6 +153,7 @@
 /* End PBXCopyFilesBuildPhase section */
 
 /* Begin PBXFileReference section */
+		530429972DD44226004BB598 /* FileProviderExtension+CustomActions.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = "FileProviderExtension+CustomActions.swift"; sourceTree = "<group>"; };
 		531522812B8E01C6002E31BE /* ShareTableItemView.xib */ = {isa = PBXFileReference; lastKnownFileType = file.xib; path = ShareTableItemView.xib; sourceTree = "<group>"; };
 		531EDE562D897B4F00FD91F9 /* Eviction.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = Eviction.swift; sourceTree = "<group>"; };
 		5350E4E72B0C514400F276CB /* ClientCommunicationProtocol.h */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.c.h; path = ClientCommunicationProtocol.h; sourceTree = "<group>"; };
@@ -337,6 +339,7 @@
 				53D666602B70C9A70042C03D /* FileProviderConfig.swift */,
 				538E396C27F4765000FA63D5 /* FileProviderExtension.swift */,
 				53ED472F29C9CE0B00795DB1 /* FileProviderExtension+ClientInterface.swift */,
+				530429972DD44226004BB598 /* FileProviderExtension+CustomActions.swift */,
 				5352B36B29DC44B50011CE03 /* FileProviderExtension+Thumbnailing.swift */,
 				536EFBF6295CF58100F4CB13 /* FileProviderSocketLineProcessor.swift */,
 				538E397327F4765000FA63D5 /* FileProviderExt.entitlements */,
@@ -710,6 +713,7 @@
 				537630972B860D920026BFAB /* FPUIExtensionService.swift in Sources */,
 				535AE30E29C0A2CC0042A9BA /* Logger+Extensions.swift in Sources */,
 				537630952B860D560026BFAB /* FPUIExtensionServiceSource.swift in Sources */,
+				530429982DD44235004BB598 /* FileProviderExtension+CustomActions.swift in Sources */,
 				5350E4E92B0C534A00F276CB /* ClientCommunicationService.swift in Sources */,
 				5352B36C29DC44B50011CE03 /* FileProviderExtension+Thumbnailing.swift in Sources */,
 			);