diff --git a/apps/web/src/components/SidebarV2.tsx b/apps/web/src/components/SidebarV2.tsx
index 590ca9cb583..409d6bef9e4 100644
--- a/apps/web/src/components/SidebarV2.tsx
+++ b/apps/web/src/components/SidebarV2.tsx
@@ -403,8 +403,12 @@ const SidebarV2Row = memo(function SidebarV2Row(props: {
   snoozeSupported: boolean;
   // Renders the pin glyph. Pinned cards keep the full settle/snooze quick
   // actions: settling clears the pin server-side, and snoozing hides the
-  // card until wake with the pin intact underneath. Pin/unpin themselves
-  // live in the context menu only.
+  // card until wake with the pin intact underneath. The glyph is also the
+  // in-row pin state cue (the pinned block has no header), so it always
+  // shows while pinned; it only becomes a clickable unpin quick-action once
+  // the pinning capability is confirmed, and stays a passive marker while
+  // the descriptor is not loaded. Pinning itself lives in the context menu.
+  pinningSupported: boolean;
   isPinned: boolean;
   // Compact wake countdown ("2h") for rows in the snoozed shelf.
   snoozeWakeLabelText: string | null;
@@ -432,6 +436,7 @@ const SidebarV2Row = memo(function SidebarV2Row(props: {
   onUnsettle: (threadRef: ScopedThreadRef) => void;
   onSnooze: (threadRef: ScopedThreadRef, preset: SnoozePreset) => void;
   onUnsnooze: (threadRef: ScopedThreadRef) => void;
+  onUnpin: (threadRef: ScopedThreadRef) => void;
   onAcknowledgeWoke: (threadRef: ScopedThreadRef, visitedAt: string) => void;
   onChangeRequestState: (threadKey: string, state: "open" | "closed" | "merged" | null) => void;
 }) {
@@ -450,6 +455,7 @@ const SidebarV2Row = memo(function SidebarV2Row(props: {
     onThreadClick,
     onUnsettle,
     onUnsnooze,
+    onUnpin,
     renamingTitle,
     thread,
     variant,
@@ -704,6 +710,14 @@ const SidebarV2Row = memo(function SidebarV2Row(props: {
     },
     [onUnsnooze, threadRef],
   );
+  const handleUnpinClick = useCallback(
+    (event: ReactMouseEvent) => {
+      event.preventDefault();
+      event.stopPropagation();
+      onUnpin(threadRef);
+    },
+    [onUnpin, threadRef],
+  );
   const handleSnoozePreset = useCallback(
     (preset: SnoozePreset) => {
       onSnooze(threadRef, preset);
@@ -1001,11 +1015,23 @@ const SidebarV2Row = memo(function SidebarV2Row(props: {
                 <span className="flex-1" />
               )}
               {props.isPinned ? (
-                <PinIcon
-                  aria-label="Pinned"
-                  role="img"
-                  className="size-3 shrink-0 text-muted-foreground/65"
-                />
+                props.pinningSupported ? (
+                  <button
+                    type="button"
+                    aria-label="Unpin thread"
+                    title="Unpin thread"
+                    onClick={handleUnpinClick}
+                    className="inline-flex cursor-pointer items-center rounded-sm text-muted-foreground/65 outline-none transition-colors hover:text-foreground focus-visible:ring-2 focus-visible:ring-ring"
+                  >
+                    <PinIcon aria-hidden className="size-3 shrink-0" />
+                  </button>
+                ) : (
+                  <PinIcon
+                    aria-label="Pinned"
+                    role="img"
+                    className="size-3 shrink-0 text-muted-foreground/65"
+                  />
+                )
               ) : null}
               {/* The visible state owns this slot's width: status at rest,
                   actions on hover/keyboard focus or while the popover is open. Keeping
@@ -3080,6 +3106,10 @@ export default function SidebarV2() {
                           serverConfigs.get(thread.environmentId)?.environment.capabilities
                             .threadSnooze === true
                         }
+                        pinningSupported={
+                          serverConfigs.get(thread.environmentId)?.environment.capabilities
+                            .threadPinning === true
+                        }
                         isPinned={section === "pinned"}
                         snoozeWakeLabelText={
                           section === "snoozed" && thread.snoozedUntil != null
@@ -3120,6 +3150,7 @@ export default function SidebarV2() {
                         onUnsettle={attemptUnsettle}
                         onSnooze={attemptSnooze}
                         onUnsnooze={attemptUnsnooze}
+                        onUnpin={attemptUnpin}
                         onAcknowledgeWoke={acknowledgeWoke}
                         onChangeRequestState={handleChangeRequestState}
                       />