diff --git a/DuckDuckGo.xcodeproj/project.pbxproj b/DuckDuckGo.xcodeproj/project.pbxproj
index 14f3786eea..c73d5f7243 100644
--- a/DuckDuckGo.xcodeproj/project.pbxproj
+++ b/DuckDuckGo.xcodeproj/project.pbxproj
@@ -14335,8 +14335,8 @@
 			isa = XCRemoteSwiftPackageReference;
 			repositoryURL = "https://github.com/duckduckgo/BrowserServicesKit";
 			requirement = {
-				kind = exactVersion;
-				version = 199.4.0;
+				kind = revision;
+				revision = d40a17055e1b67380886874f64daa882bbc7da0c;
 			};
 		};
 		9FF521422BAA8FF300B9819B /* XCRemoteSwiftPackageReference "lottie-spm" */ = {
diff --git a/DuckDuckGo.xcodeproj/project.xcworkspace/xcshareddata/swiftpm/Package.resolved b/DuckDuckGo.xcodeproj/project.xcworkspace/xcshareddata/swiftpm/Package.resolved
index 395ed3ae6f..713061aeaa 100644
--- a/DuckDuckGo.xcodeproj/project.xcworkspace/xcshareddata/swiftpm/Package.resolved
+++ b/DuckDuckGo.xcodeproj/project.xcworkspace/xcshareddata/swiftpm/Package.resolved
@@ -32,8 +32,7 @@
       "kind" : "remoteSourceControl",
       "location" : "https://github.com/duckduckgo/BrowserServicesKit",
       "state" : {
-        "revision" : "f1a033cc4b97ab6b4d845815e825ba179c02635a",
-        "version" : "199.4.0"
+        "revision" : "d40a17055e1b67380886874f64daa882bbc7da0c"
       }
     },
     {
@@ -41,8 +40,7 @@
       "kind" : "remoteSourceControl",
       "location" : "https://github.com/duckduckgo/content-scope-scripts",
       "state" : {
-        "revision" : "1ed569676555d493c9c5575eaed22aa02569aac9",
-        "version" : "6.19.0"
+        "revision" : "32fa43a6ee861cb782771601f6885fb95006c02f"
       }
     },
     {
diff --git a/DuckDuckGo/Common/Localizables/UserText.swift b/DuckDuckGo/Common/Localizables/UserText.swift
index 58f928000a..e4515d79ed 100644
--- a/DuckDuckGo/Common/Localizables/UserText.swift
+++ b/DuckDuckGo/Common/Localizables/UserText.swift
@@ -1234,7 +1234,8 @@ struct UserText {
     static let upToDate = NSLocalizedString("settings.up.to.date", value: "DuckDuckGo is up to date", comment: "Label informing users the app is currently up to date and no update is required.")
     static let newerVersionAvailable = NSLocalizedString("settings.newer.version.available", value: "Newer version available", comment: "Label informing users the newer version of the app is available to install.")
     static let lastChecked = NSLocalizedString("settings.last.checked", value: "Last checked", comment: "Label informing users what is the last time the app checked for the update.")
-    static let runUpdate = NSLocalizedString("settings.restart.to.update", value: "Update DuckDuckGo", comment: "Button label triggering restart and update of the application.")
+    static let restartToUpdate = NSLocalizedString("settings.restart.to.update", value: "Restart to Update", comment: "Button label triggering restart and update of the application.")
+    static let runUpdate = NSLocalizedString("settings.run.update", value: "Update DuckDuckGo", comment: "Button label triggering update of the application.")
     static let retryUpdate = NSLocalizedString("settings.retry.update", value: "Retry Update", comment: "Button label triggering a retry of the update.")
     static let browserUpdatedNotification = NSLocalizedString("notification.browser.updated", value: "Browser Updated", comment: "Notification informing user the app has been updated")
     static let browserDowngradedNotification = NSLocalizedString("notification.browser.downgraded", value: "Browser Downgraded", comment: "Notification informing user the app has been downgraded")
diff --git a/DuckDuckGo/Localizable.xcstrings b/DuckDuckGo/Localizable.xcstrings
index b013eaee4d..28f0c914d6 100644
--- a/DuckDuckGo/Localizable.xcstrings
+++ b/DuckDuckGo/Localizable.xcstrings
@@ -56297,7 +56297,7 @@
         "en" : {
           "stringUnit" : {
             "state" : "new",
-            "value" : "Update DuckDuckGo"
+            "value" : "Restart to Update"
           }
         },
         "es" : {
@@ -56356,6 +56356,18 @@
         }
       }
     },
+    "settings.run.update" : {
+      "comment" : "Button label triggering update of the application.",
+      "extractionState" : "extracted_with_value",
+      "localizations" : {
+        "en" : {
+          "stringUnit" : {
+            "state" : "new",
+            "value" : "Update DuckDuckGo"
+          }
+        }
+      }
+    },
     "settings.up.to.date" : {
       "comment" : "Label informing users the app is currently up to date and no update is required.",
       "extractionState" : "extracted_with_value",
diff --git a/DuckDuckGo/Preferences/Model/AboutPreferences.swift b/DuckDuckGo/Preferences/Model/AboutPreferences.swift
index dafbb1e361..63b5433ce8 100644
--- a/DuckDuckGo/Preferences/Model/AboutPreferences.swift
+++ b/DuckDuckGo/Preferences/Model/AboutPreferences.swift
@@ -25,29 +25,11 @@ final class AboutPreferences: ObservableObject, PreferencesTabOpening {
     static let shared = AboutPreferences()
 
 #if SPARKLE
-    enum UpdateState {
-
-        case upToDate
-        case updateCycle(UpdateCycleProgress)
-
-        init(from update: Update?, progress: UpdateCycleProgress) {
-            if let update, !update.isInstalled {
-                self = .updateCycle(progress)
-            } else if progress.isFailed {
-                self = .updateCycle(progress)
-            } else {
-                self = .upToDate
-            }
-        }
-    }
-
     @Published var updateState = UpdateState.upToDate
 
-#if SPARKLE
     var updateController: UpdateControllerProtocol? {
         return Application.appDelegate.updateController
     }
-#endif
 
     var areAutomaticUpdatesEnabled: Bool {
         get {
diff --git a/DuckDuckGo/Preferences/View/PreferencesAboutView.swift b/DuckDuckGo/Preferences/View/PreferencesAboutView.swift
index ee753f679a..9dc9ce618b 100644
--- a/DuckDuckGo/Preferences/View/PreferencesAboutView.swift
+++ b/DuckDuckGo/Preferences/View/PreferencesAboutView.swift
@@ -248,7 +248,7 @@ extension Preferences {
                 .buttonStyle(UpdateButtonStyle(enabled: true))
             case .updateCycle(let progress):
                 if hasPendingUpdate {
-                    Button(UserText.runUpdate) {
+                    Button(model.areAutomaticUpdatesEnabled ? UserText.restartToUpdate : UserText.runUpdate) {
                         model.runUpdate()
                     }
                     .buttonStyle(UpdateButtonStyle(enabled: true))
diff --git a/DuckDuckGo/Updates/ReleaseNotesTabExtension.swift b/DuckDuckGo/Updates/ReleaseNotesTabExtension.swift
index 41c88ea007..692545634b 100644
--- a/DuckDuckGo/Updates/ReleaseNotesTabExtension.swift
+++ b/DuckDuckGo/Updates/ReleaseNotesTabExtension.swift
@@ -32,6 +32,14 @@ protocol ReleaseNotesUserScriptProvider {
 extension UserScripts: ReleaseNotesUserScriptProvider {}
 
 public struct ReleaseNotesValues: Codable {
+    enum Status: String {
+        case loaded
+        case loading
+        case updateReady
+        case updateDownloading
+        case updatePreparing
+        case updateError
+    }
 
     let status: String
     let currentVersion: String
@@ -40,7 +48,8 @@ public struct ReleaseNotesValues: Codable {
     let releaseTitle: String?
     let releaseNotes: [String]?
     let releaseNotesPrivacyPro: [String]?
-
+    let downloadProgress: Double?
+    let automaticUpdate: Bool?
 }
 
 final class ReleaseNotesTabExtension: NavigationResponder {
@@ -115,49 +124,83 @@ extension TabExtensions {
 
 extension ReleaseNotesValues {
 
-    init(status: String,
+    init(status: Status,
          currentVersion: String,
-         lastUpdate: UInt) {
-        self.init(status: status,
-                  currentVersion: currentVersion,
-                  latestVersion: nil,
-                  lastUpdate: lastUpdate,
-                  releaseTitle: nil,
-                  releaseNotes: nil,
-                  releaseNotesPrivacyPro: nil)
+         latestVersion: String? = nil,
+         lastUpdate: UInt,
+         releaseTitle: String? = nil,
+         releaseNotes: [String]? = nil,
+         releaseNotesPrivacyPro: [String]? = nil,
+         downloadProgress: Double? = nil,
+         automaticUpdate: Bool? = nil) {
+        self.status = status.rawValue
+        self.currentVersion = currentVersion
+        self.latestVersion = latestVersion
+        self.lastUpdate = lastUpdate
+        self.releaseTitle = releaseTitle
+        self.releaseNotes = releaseNotes
+        self.releaseNotesPrivacyPro = releaseNotesPrivacyPro
+        self.downloadProgress = downloadProgress
+        self.automaticUpdate = automaticUpdate
     }
 
     init(from updateController: UpdateController?) {
         let currentVersion = "\(AppVersion().versionNumber) (\(AppVersion().buildNumber))"
         let lastUpdate = UInt((updateController?.lastUpdateCheckDate ?? Date()).timeIntervalSince1970)
-        let status: String
-        let latestVersion: String
 
-        guard let updateController, updateController.updateProgress.isIdle else {
-            self.init(status: "loading",
+        guard let updateController, let latestUpdate = updateController.latestUpdate else {
+            self.init(status: updateController?.updateProgress.toStatus ?? .loaded,
                       currentVersion: currentVersion,
                       lastUpdate: lastUpdate)
             return
         }
 
-        if let latestUpdate = updateController.latestUpdate {
-            status = latestUpdate.isInstalled ? "loaded" : "updateReady"
-            latestVersion = "\(latestUpdate.version) (\(latestUpdate.build))"
-            self.init(status: status,
-                      currentVersion: currentVersion,
-                      latestVersion: latestVersion,
-                      lastUpdate: lastUpdate,
-                      releaseTitle: latestUpdate.title,
-                      releaseNotes: latestUpdate.releaseNotes,
-                      releaseNotesPrivacyPro: latestUpdate.releaseNotesPrivacyPro)
-            return
-        } else {
-            self.init(status: "loaded",
-                      currentVersion: currentVersion,
-                      lastUpdate: lastUpdate)
+        let updateState = UpdateState(from: updateController.latestUpdate, progress: updateController.updateProgress)
+
+        let status: Status
+        let downloadProgress: Double?
+        switch updateState {
+        case .upToDate:
+            status = .loaded
+            downloadProgress = nil
+        case .updateCycle(let progress):
+            status = updateController.hasPendingUpdate ? .updateReady : progress.toStatus
+            downloadProgress = progress.toDownloadProgress
         }
+
+        self.init(status: status,
+                  currentVersion: currentVersion,
+                  latestVersion: latestUpdate.versionString,
+                  lastUpdate: lastUpdate,
+                  releaseTitle: latestUpdate.title,
+                  releaseNotes: latestUpdate.releaseNotes,
+                  releaseNotesPrivacyPro: latestUpdate.releaseNotesPrivacyPro,
+                  downloadProgress: downloadProgress,
+                  automaticUpdate: updateController.areAutomaticUpdatesEnabled)
+    }
+}
+
+private extension Update {
+    var versionString: String? {
+        "\(version) \(build)"
     }
+}
 
+private extension UpdateCycleProgress {
+    var toStatus: ReleaseNotesValues.Status {
+        switch self {
+        case .updateCycleDidStart: return .loading
+        case .downloadDidStart, .downloading: return .updateDownloading
+        case .extractionDidStart, .extracting, .readyToInstallAndRelaunch, .installationDidStart, .installing: return .updatePreparing
+        case .updaterError: return .updateError
+        case .updateCycleNotStarted, .updateCycleDone: return .updateReady
+        }
+    }
+
+    var toDownloadProgress: Double? {
+        guard case .downloading(let percentage) = self else { return nil }
+        return percentage
+    }
 }
 
 #else
diff --git a/DuckDuckGo/Updates/ReleaseNotesUserScript.swift b/DuckDuckGo/Updates/ReleaseNotesUserScript.swift
index 199d0da2d0..620c2ff3b9 100644
--- a/DuckDuckGo/Updates/ReleaseNotesUserScript.swift
+++ b/DuckDuckGo/Updates/ReleaseNotesUserScript.swift
@@ -43,6 +43,7 @@ final class ReleaseNotesUserScript: NSObject, Subfeature {
         case reportPageException
         case reportInitException
         case browserRestart
+        case retryUpdate
     }
 
     override init() {
@@ -57,7 +58,8 @@ final class ReleaseNotesUserScript: NSObject, Subfeature {
         .initialSetup: initialSetup,
         .reportPageException: reportPageException,
         .reportInitException: reportInitException,
-        .browserRestart: browserRestart
+        .browserRestart: browserRestart,
+        .retryUpdate: retryUpdate,
     ]
 
     @MainActor
@@ -108,6 +110,14 @@ extension ReleaseNotesUserScript {
         return InitialSetupResult(env: env, locale: Locale.current.identifier)
     }
 
+    @MainActor
+    private func retryUpdate(params: Any, original: WKScriptMessage) async throws -> Encodable? {
+        DispatchQueue.main.async { [weak self] in
+            self?.updateController.checkForUpdateIfNeeded()
+        }
+        return nil
+    }
+
     struct InitialSetupResult: Encodable {
         let env: String
         let locale: String
diff --git a/DuckDuckGo/Updates/UpdateController.swift b/DuckDuckGo/Updates/UpdateController.swift
index 69bf87dc92..5cbe7969c1 100644
--- a/DuckDuckGo/Updates/UpdateController.swift
+++ b/DuckDuckGo/Updates/UpdateController.swift
@@ -173,6 +173,8 @@ final class UpdateController: NSObject, UpdateControllerProtocol {
         updater?.automaticallyChecksForUpdates = false
         updater?.automaticallyDownloadsUpdates = false
         updater?.updateCheckInterval = 0
+#else
+        checkForUpdateIfNeeded()
 #endif
     }
 
diff --git a/DuckDuckGo/Updates/UpdateUserDriver.swift b/DuckDuckGo/Updates/UpdateUserDriver.swift
index a6c9ae034c..067197fc79 100644
--- a/DuckDuckGo/Updates/UpdateUserDriver.swift
+++ b/DuckDuckGo/Updates/UpdateUserDriver.swift
@@ -25,6 +25,21 @@ import os.log
 
 #if SPARKLE
 
+enum UpdateState {
+    case upToDate
+    case updateCycle(UpdateCycleProgress)
+
+    init(from update: Update?, progress: UpdateCycleProgress) {
+        if let update, !update.isInstalled {
+            self = .updateCycle(progress)
+        } else if progress.isFailed {
+            self = .updateCycle(progress)
+        } else {
+            self = .upToDate
+        }
+    }
+}
+
 enum UpdateCycleProgress {
     case updateCycleNotStarted
     case updateCycleDidStart