diff --git a/.jules/palette.md b/.jules/palette.md
index f2d658a..15291fa 100644
--- a/.jules/palette.md
+++ b/.jules/palette.md
@@ -17,3 +17,6 @@
 ## 2024-05-25 - Dynamic Labels and Disabled State Tooltips
 **Learning:** Users can feel confused when a primary button is disabled without explanation or when a long-running action lacks immediate inline text feedback on the button itself.
 **Action:** In SwiftUI, enhance button accessibility and UX by adding `.help()` tooltips to explain the required state when disabled, and using dynamic labels (e.g., 'Scanning...') to provide immediate feedback during async operations.
+## 2024-05-26 - Dynamic Labels and Help Tooltips on MenuBar Actions
+**Learning:** Buttons in compact UIs like MenuBars often lack space for inline error messages or status updates. When a primary action (like Scan or Clean) is disabled or processing, users need immediate contextual feedback to understand why.
+**Action:** Always provide dynamic labels (e.g., "Scanning...") and use the `.help()` modifier to explain disabled states or ongoing operations, ensuring users aren't left guessing why a button is unresponsive.
diff --git a/Sources/Cacheout/Views/MenuBarView.swift b/Sources/Cacheout/Views/MenuBarView.swift
index 9084b59..d003f4a 100644
--- a/Sources/Cacheout/Views/MenuBarView.swift
+++ b/Sources/Cacheout/Views/MenuBarView.swift
@@ -214,11 +214,12 @@ struct MenuBarView: View {
             Button {
                 Task { await viewModel.scan() }
             } label: {
-                Label("Scan", systemImage: "arrow.clockwise")
+                Label(viewModel.isScanning ? "Scanning..." : "Scan", systemImage: "arrow.clockwise")
                     .font(.caption.weight(.medium))
             }
             .buttonStyle(.bordered)
             .disabled(viewModel.isScanning)
+            .help(viewModel.isScanning ? "Scan in progress" : "Scan for caches")
 
             if viewModel.isScanning {
                 ProgressView()
@@ -241,6 +242,7 @@ struct MenuBarView: View {
             .buttonStyle(.borderedProminent)
             .tint(Color(red: 0.85, green: 0.45, blue: 0.1)) // burnt orange — readable white text
             .disabled(viewModel.totalRecoverable == 0 || viewModel.isCleaning)
+            .help(viewModel.isCleaning ? "Cleanup in progress" : (viewModel.totalRecoverable == 0 ? "No recoverable caches found" : "Quick clean recoverable items"))
 
             // Open main window
             Button {
@@ -282,12 +284,13 @@ struct MenuBarView: View {
             Button {
                 Task { await viewModel.dockerPrune() }
             } label: {
-                Text("Run")
+                Text(viewModel.isDockerPruning ? "Running..." : "Run")
                     .font(.caption2.weight(.medium))
             }
             .buttonStyle(.bordered)
             .controlSize(.mini)
             .disabled(viewModel.isDockerPruning)
+            .help(viewModel.isDockerPruning ? "Docker prune in progress" : "Run docker system prune")
         }
     }