diff --git a/BrewBar/BrewBarApp.swift b/BrewBar/BrewBarApp.swift
index 909b414..45e2a19 100644
--- a/BrewBar/BrewBarApp.swift
+++ b/BrewBar/BrewBarApp.swift
@@ -18,6 +18,9 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     var statusMenuItem: NSMenuItem!
     var outdatedItem: NSMenuItem!
     var upgradeAllItem: NSMenuItem!
+    var upgradeOnlyItem: NSMenuItem!
+    var upgradeFormulaeItem: NSMenuItem!
+    var upgradeCasksItem: NSMenuItem!
     var outdatedSubmenu: NSMenu!
     var versionItem: NSMenuItem!
 
@@ -74,9 +77,18 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         menu.addItem(NSMenuItem.separator())
 
         menu.addItem(NSMenuItem(title: "🔄 Refresh", action: #selector(refreshAction), keyEquivalent: "r"))
-        upgradeAllItem = NSMenuItem(title: "📦 Upgrade All", action: #selector(upgradeAll), keyEquivalent: "u")
+        upgradeAllItem = NSMenuItem(title: "📦 Upgrade formulae & casks", action: #selector(upgradeAll), keyEquivalent: "u")
         upgradeAllItem.isHidden = true // shown once a fetch finds outdated packages
         menu.addItem(upgradeAllItem)
+        upgradeOnlyItem = NSMenuItem(title: "🎯 Upgrade only…", action: nil, keyEquivalent: "")
+        let upgradeOnlySubmenu = NSMenu()
+        upgradeFormulaeItem = NSMenuItem(title: "Formulae", action: #selector(upgradeFormulaeOnly), keyEquivalent: "")
+        upgradeCasksItem = NSMenuItem(title: "Casks", action: #selector(upgradeCasksOnly), keyEquivalent: "")
+        upgradeOnlySubmenu.addItem(upgradeFormulaeItem)
+        upgradeOnlySubmenu.addItem(upgradeCasksItem)
+        upgradeOnlyItem.submenu = upgradeOnlySubmenu
+        upgradeOnlyItem.isHidden = true // shown only when both kinds are outdated
+        menu.addItem(upgradeOnlyItem)
         outdatedItem = NSMenuItem(title: "📋 Outdated", action: nil, keyEquivalent: "")
         outdatedSubmenu = NSMenu()
         outdatedItem.submenu = outdatedSubmenu
@@ -306,8 +318,20 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     }
 
     @objc func upgradeAll() {
+        upgrade(formulae: true, casks: true)
+    }
+
+    @objc func upgradeFormulaeOnly() {
+        upgrade(formulae: true, casks: false)
+    }
+
+    @objc func upgradeCasksOnly() {
+        upgrade(formulae: false, casks: true)
+    }
+
+    func upgrade(formulae: Bool, casks: Bool) {
         if Settings.confirmBeforeUpgradeAll {
-            guard confirmUpgrade() else { return }
+            guard confirmUpgrade(formulae: formulae, casks: casks) else { return }
         }
 
         statusMenuItem.title = "Upgrading..."
@@ -315,22 +339,22 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         runBrew("update") { _, _ in
             // packages that turn outdated only after this brew update are not
             // in cachedOutdated yet; the final refetch will surface them
-            let caskNames = self.cachedOutdated.casks.map(\.name)
+            let caskNames = casks ? self.cachedOutdated.casks.map(\.name) : []
             let upgradeCasksThenRefresh = {
                 self.upgradeCasksSequentially(caskNames) {
                     self.cleanupAfterUpgradeIfEnabled {
-                        // everything was just upgraded; don't chain an auto-upgrade
+                        // a manual upgrade just ran; don't chain an auto-upgrade
                         self.fetchOutdated(allowAutoUpgrade: false)
                     }
                 }
             }
 
-            if self.cachedOutdated.formulae.isEmpty {
-                upgradeCasksThenRefresh()
-            } else {
+            if formulae, !self.cachedOutdated.formulae.isEmpty {
                 self.runBrew("upgrade --formula") { _, _ in
                     upgradeCasksThenRefresh()
                 }
+            } else {
+                upgradeCasksThenRefresh()
             }
         }
     }
@@ -344,27 +368,49 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         }
 
         statusMenuItem.title = "Upgrading \(next)..."
-        // an explicitly named cask upgrades even when self-updating, no --greedy needed
-        runBrew("upgrade --cask \(next)", askpassMessage: "upgrade \(next)") { _, _ in
+        upgradeCask(next) {
             self.upgradeCasksSequentially(Array(names.dropFirst()), completion: completion)
         }
     }
 
-    func confirmUpgrade() -> Bool {
+    /// Self-updating apps (Zen, Chrome, …) can drift from what brew
+    /// installed, and brew then refuses to upgrade the cask in place —
+    /// it only prints a warning naming the fix. Run that fix for it.
+    /// (An explicitly named cask upgrades even when self-updating, no
+    /// --greedy needed.)
+    func upgradeCask(_ name: String, completion: @escaping () -> Void) {
+        runBrew("upgrade --cask \(name)", askpassMessage: "upgrade \(name)") { output, _ in
+            guard output.contains("cannot be upgraded as-is") else {
+                completion()
+                return
+            }
+            self.runBrew("reinstall --cask --force \(name)", askpassMessage: "reinstall \(name)") { _, _ in
+                completion()
+            }
+        }
+    }
+
+    func confirmUpgrade(formulae: Bool, casks: Bool) -> Bool {
+        let packages = (formulae ? cachedOutdated.formulae : []) + (casks ? cachedOutdated.casks : [])
+
         let alert = NSAlert()
         alert.alertStyle = .warning
 
-        if cachedOutdated.isEmpty {
+        if packages.isEmpty {
             alert.messageText = "Upgrade all outdated packages?"
         } else {
-            alert.messageText = "Upgrade \(cachedOutdated.count) package\(cachedOutdated.count == 1 ? "" : "s")?"
+            alert.messageText = "Upgrade \(packages.count) package\(packages.count == 1 ? "" : "s")?"
         }
 
-        var info = "Apps upgraded as casks (like a web browser) may be closed and replaced while running, without further warning. Save your work first."
-        if !cachedOutdated.isEmpty {
-            info += "\n\n" + cachedOutdated.all.map(\.label).joined(separator: "\n")
+        // the running-app warning only applies when casks are being upgraded
+        var lines: [String] = []
+        if casks {
+            lines.append("Apps upgraded as casks (like a web browser) may be closed and replaced while running, without further warning. Save your work first.")
         }
-        alert.informativeText = info
+        if !packages.isEmpty {
+            lines.append(packages.map(\.label).joined(separator: "\n"))
+        }
+        alert.informativeText = lines.joined(separator: "\n\n")
 
         alert.addButton(withTitle: "Upgrade")
         alert.addButton(withTitle: "Cancel")
@@ -464,6 +510,11 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         outdatedSubmenu.removeAllItems()
         outdatedItem.isHidden = outdated.isEmpty
         upgradeAllItem.isHidden = outdated.isEmpty
+        // "only" is meaningful only when both kinds are outdated; with a
+        // single kind, the main item already upgrades exactly what there is
+        upgradeOnlyItem.isHidden = outdated.formulae.isEmpty || outdated.casks.isEmpty
+        upgradeFormulaeItem.title = "Formulae (\(outdated.formulae.count))"
+        upgradeCasksItem.title = "Casks (\(outdated.casks.count))"
 
         for package in outdated.all {
             let item = NSMenuItem(title: package.label, action: #selector(upgradeSingle(_:)), keyEquivalent: "")
@@ -489,13 +540,21 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     }
 
     @objc func upgradeSingle(_ sender: NSMenuItem) {
-        guard let formula = sender.representedObject as? String else { return }
+        guard let name = sender.representedObject as? String else { return }
 
-        runBrew("upgrade \(formula)", askpassMessage: "upgrade \(formula)") { _, _ in
+        let finish = {
             self.cleanupAfterUpgradeIfEnabled {
                 self.refreshAll()
             }
         }
+
+        // casks go through upgradeCask for the reinstall fallback; a bare
+        // "brew upgrade <name>" would hit the same warning and do nothing
+        if cachedOutdated.casks.contains(where: { $0.name == name }) {
+            upgradeCask(name, completion: finish)
+        } else {
+            runBrew("upgrade \(name)", askpassMessage: "upgrade \(name)") { _, _ in finish() }
+        }
     }
 
     /// Refreshing offline would silently succeed on stale data: brew update
diff --git a/BrewBar/SettingsWindowController.swift b/BrewBar/SettingsWindowController.swift
index 935abd5..0e84065 100644
--- a/BrewBar/SettingsWindowController.swift
+++ b/BrewBar/SettingsWindowController.swift
@@ -121,7 +121,7 @@ class SettingsWindowController: NSWindowController {
         )
 
         confirmCheckbox = NSButton(
-            checkboxWithTitle: "Ask for confirmation before Upgrade All",
+            checkboxWithTitle: "Ask for confirmation before bulk upgrades",
             target: self,
             action: #selector(toggleConfirm(_:))
         )