diff --git a/BrewBar/BrewBarApp.swift b/BrewBar/BrewBarApp.swift
index e228628..df5552f 100644
--- a/BrewBar/BrewBarApp.swift
+++ b/BrewBar/BrewBarApp.swift
@@ -210,7 +210,9 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     }
 
     @objc func upgradeAll() {
-        guard confirmUpgrade() else { return }
+        if Settings.confirmBeforeUpgradeAll {
+            guard confirmUpgrade() else { return }
+        }
 
         statusMenuItem.title = "Upgrading..."
 
diff --git a/BrewBar/SettingsWindowController.swift b/BrewBar/SettingsWindowController.swift
index a959879..eb216d8 100644
--- a/BrewBar/SettingsWindowController.swift
+++ b/BrewBar/SettingsWindowController.swift
@@ -21,6 +21,7 @@ class SettingsWindowController: NSWindowController {
     var autoUpgradeCasksCheckbox: NSButton!
     var notifyCheckbox: NSButton!
     var showCountCheckbox: NSButton!
+    var confirmCheckbox: NSButton!
 
     convenience init(appDelegate: AppDelegate) {
         let window = NSWindow(
@@ -123,6 +124,12 @@ class SettingsWindowController: NSWindowController {
             action: #selector(toggleShowCount(_:))
         )
 
+        confirmCheckbox = NSButton(
+            checkboxWithTitle: "Ask for confirmation before Upgrade All",
+            target: self,
+            action: #selector(toggleConfirm(_:))
+        )
+
         let stack = NSStackView(views: [
             frequencyRow,
             customRow,
@@ -134,6 +141,7 @@ class SettingsWindowController: NSWindowController {
             separator(),
             notifyCheckbox,
             showCountCheckbox,
+            confirmCheckbox,
             launchAtLoginCheckbox,
         ])
         stack.orientation = .vertical
@@ -174,6 +182,7 @@ class SettingsWindowController: NSWindowController {
         autoUpgradeCasksCheckbox.state = Settings.autoUpgradeCasks ? .on : .off
         notifyCheckbox.state = Settings.notifyOnNewUpdates ? .on : .off
         showCountCheckbox.state = Settings.showCountInMenuBar ? .on : .off
+        confirmCheckbox.state = Settings.confirmBeforeUpgradeAll ? .on : .off
     }
 
     func separator() -> NSBox {
@@ -239,6 +248,10 @@ class SettingsWindowController: NSWindowController {
         appDelegate?.updateMenuBarCount() // reflect immediately, no refetch needed
     }
 
+    @objc func toggleConfirm(_ sender: NSButton) {
+        Settings.confirmBeforeUpgradeAll = sender.state == .on
+    }
+
     @objc func toggleLaunchAtLogin(_ sender: NSButton) {
         do {
             if sender.state == .on {