diff --git a/.jules/palette.md b/.jules/palette.md
index e69de29..e295c44 100644
--- a/.jules/palette.md
+++ b/.jules/palette.md
@@ -0,0 +1,6 @@
+## YYYY-MM-DD - Initial Explore
+**Learning:** Found several input fields without explicit `aria-label` or missing `htmlFor` association, such as in `LibraryHeader.tsx` and `UnresolvedFilesSection.tsx`. We will improve the accessibility of one of them.
+**Action:** Enhance accessibility by properly associating labels and adding clear focus states.
+## 2024-05-18 - Tooltips for Disabled States
+**Learning:** We often disable buttons (like "Match All" when there are no unresolved files), but without a tooltip, users might not understand *why* the button is disabled, leading to frustration. By wrapping the disabled button in a span with a title attribute, we can provide immediate, contextual help. Also applying pointer-events-none on the button ensures the wrapper catches the hover.
+**Action:** Always add a descriptive `title` tooltip wrapper around buttons that can be conditionally disabled to explain the reason to the user.
diff --git a/src/features/library/components/UnresolvedFilesSection.tsx b/src/features/library/components/UnresolvedFilesSection.tsx
index 8f616e6..a17639a 100644
--- a/src/features/library/components/UnresolvedFilesSection.tsx
+++ b/src/features/library/components/UnresolvedFilesSection.tsx
@@ -165,14 +165,24 @@ export function UnresolvedFilesSection({
                             </button>
                         ) : null}
                     </div>
-                    <button
-                        className="flex items-center gap-2 rounded-lg bg-accent-600 px-4 py-2 text-sm font-medium text-white transition-colors hover:bg-accent-700 disabled:opacity-50"
-                        disabled={isAttemptMatchPending || isAttemptMatchAllPending || discoveredItems.length === 0}
-                        onClick={onAttemptMatchAll}
+                    <span
+                        className={cx('flex', (isAttemptMatchPending || isAttemptMatchAllPending || discoveredItems.length === 0) && 'cursor-not-allowed')}
+                        title={
+                            isAttemptMatchAllPending ? 'Matching all files...' :
+                            isAttemptMatchPending ? 'Matching in progress...' :
+                            discoveredItems.length === 0 ? 'No unresolved files to match' :
+                            'Attempt to match all files'
+                        }
                     >
-                        <RefreshCw size={14} className={cx(isAttemptMatchAllPending && 'animate-spin')} />
-                        {isAttemptMatchAllPending ? 'Matching All...' : 'Match All'}
-                    </button>
+                        <button
+                            className="flex items-center gap-2 rounded-lg bg-accent-600 px-4 py-2 text-sm font-medium text-white transition-colors hover:bg-accent-700 focus-visible:outline-none focus-visible:ring-2 focus-visible:ring-accent-500 focus-visible:ring-offset-2 focus-visible:ring-offset-white disabled:pointer-events-none disabled:opacity-50 dark:focus-visible:ring-offset-slate-900"
+                            disabled={isAttemptMatchPending || isAttemptMatchAllPending || discoveredItems.length === 0}
+                            onClick={onAttemptMatchAll}
+                        >
+                            <RefreshCw size={14} className={cx(isAttemptMatchAllPending && 'animate-spin')} />
+                            {isAttemptMatchAllPending ? 'Matching All...' : 'Match All'}
+                        </button>
+                    </span>
                 </div>
             </div>
 
diff --git a/verification/index.html b/verification/index.html
new file mode 100644
index 0000000..6375681
--- /dev/null
+++ b/verification/index.html
@@ -0,0 +1,22 @@
+<!DOCTYPE html>
+<html>
+<head>
+    <link href="http://localhost:1420/src/index.css" rel="stylesheet">
+</head>
+<body class="bg-slate-50 p-8">
+    <div class="flex items-center gap-2">
+        <span
+            class="flex cursor-not-allowed"
+            title="No unresolved files to match"
+        >
+            <button
+                class="flex items-center gap-2 rounded-lg bg-accent-600 px-4 py-2 text-sm font-medium text-white transition-colors hover:bg-accent-700 focus-visible:outline-none focus-visible:ring-2 focus-visible:ring-accent-500 focus-visible:ring-offset-2 focus-visible:ring-offset-white disabled:pointer-events-none disabled:opacity-50 dark:focus-visible:ring-offset-slate-900"
+                disabled
+            >
+                <svg xmlns="http://www.w3.org/2000/svg" width="14" height="14" viewBox="0 0 24 24" fill="none" stroke="currentColor" stroke-width="2" stroke-linecap="round" stroke-linejoin="round" class="lucide lucide-refresh-cw"><path d="M3 12a9 9 0 1 0 9-9 9.75 9.75 0 0 0-6.74 2.74L3 8"/><path d="M3 3v5h5"/></svg>
+                Match All
+            </button>
+        </span>
+    </div>
+</body>
+</html>
diff --git a/verification/tooltip.png b/verification/tooltip.png
new file mode 100644
index 0000000..6828092
Binary files /dev/null and b/verification/tooltip.png differ
diff --git a/verification/verify.py b/verification/verify.py
new file mode 100644
index 0000000..be54a2a
--- /dev/null
+++ b/verification/verify.py
@@ -0,0 +1,21 @@
+from playwright.sync_api import sync_playwright
+import time
+
+def verify():
+    with sync_playwright() as p:
+        browser = p.chromium.launch()
+        page = browser.new_page()
+        page.goto("file:///app/verification/index.html")
+
+        # Start recording trace if needed, wait for load
+        page.wait_for_load_state('networkidle')
+
+        # Hover to trigger the tooltip. force=True is needed because the button is technically inside, but the span catches the hover.
+        page.locator('span[title]').hover(force=True)
+        time.sleep(1) # Give time for native tooltip
+        page.screenshot(path="/app/verification/tooltip.png")
+
+        browser.close()
+
+if __name__ == "__main__":
+    verify()
