diff --git a/.jules/palette.md b/.jules/palette.md
index abfc068..f2d658a 100644
--- a/.jules/palette.md
+++ b/.jules/palette.md
@@ -13,3 +13,7 @@
 ## 2024-05-25 - Tooltips on Icon-only Controls
 **Learning:** While `.accessibilityLabel` is required for VoiceOver users on icon-only controls, sighted mouse users can also struggle to understand the purpose of these controls without visual feedback.
 **Action:** Always add a `.help()` modifier to icon-only controls in SwiftUI to provide a hover tooltip for mouse users, complementing the `.accessibilityLabel()` for screen reader users.
+
+## 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.
diff --git a/Sources/Cacheout/Views/ContentView.swift b/Sources/Cacheout/Views/ContentView.swift
index e242eac..6951bd3 100644
--- a/Sources/Cacheout/Views/ContentView.swift
+++ b/Sources/Cacheout/Views/ContentView.swift
@@ -222,19 +222,21 @@ struct ContentView: View {
                 Button {
                     Task { await viewModel.scan() }
                 } label: {
-                    Label("Scan", systemImage: "arrow.clockwise")
+                    Label(viewModel.isScanning ? "Scanning..." : "Scan", systemImage: "arrow.clockwise")
                 }
                 .disabled(viewModel.isScanning)
+                .help(viewModel.isScanning ? "Scan in progress" : "Scan for caches")
 
                 // Clean button
                 Button {
                     viewModel.showCleanConfirmation = true
                 } label: {
-                    Label("Clean Selected", systemImage: "trash")
+                    Label(viewModel.isCleaning ? "Cleaning..." : "Clean Selected", systemImage: "trash")
                 }
                 .buttonStyle(.borderedProminent)
                 .tint(.red)
                 .disabled(!viewModel.hasSelection || viewModel.isCleaning)
+                .help(viewModel.isCleaning ? "Cleanup in progress" : (!viewModel.hasSelection ? "Select at least one item to clean" : "Clean selected items"))
             }
             .padding(.horizontal)
             .padding(.vertical, 10)