diff --git a/apps/web/src/lib/selectionActions.test.ts b/apps/web/src/lib/selectionActions.test.ts
index 56f51863b690..d677b2858771 100644
--- a/apps/web/src/lib/selectionActions.test.ts
+++ b/apps/web/src/lib/selectionActions.test.ts
@@ -24,7 +24,12 @@ function createSelectionSurface({ interactiveActions = false } = {}) {
   });
   const element = Object.assign(new EventTarget(), {
     ownerDocument: document,
-    contains: (target: unknown): boolean => target === element,
+    contains: (target: unknown): boolean => target === element || target === buttonIcon,
+    closest: () => null,
+  });
+  const button = new EventTarget();
+  const buttonIcon = Object.assign(new EventTarget(), {
+    closest: (selector: string) => (selector === "button, [role=button]" ? button : null),
   });
   const onSelection = vi.fn();
   const onDismiss = vi.fn();
@@ -58,7 +63,7 @@ function createSelectionSurface({ interactiveActions = false } = {}) {
     const press = event("pointerdown", { button, isPrimary });
     Object.defineProperty(press, "target", { value: target });
     document.dispatchEvent(press);
-    if (target === element && !consumed) element.dispatchEvent(press);
+    if (element.contains(target) && !consumed) element.dispatchEvent(press);
   };
   const focus = (target: EventTarget) => {
     document.activeElement = target;
@@ -92,6 +97,7 @@ function createSelectionSurface({ interactiveActions = false } = {}) {
     view,
     document,
     element,
+    buttonIcon,
     actionElement,
     field,
     onSelection,
@@ -177,6 +183,31 @@ describe("selection action gestures", () => {
     expect(surface.onSelection).not.toHaveBeenCalled();
   });
 
+  it.each([1, 2])(
+    "dismisses selection actions when a button is pressed after %i clicks",
+    (detail) => {
+      const surface = createSelectionSurface();
+      surface.down();
+      surface.up({ detail });
+      surface.flush();
+      surface.onSelection.mockClear();
+      surface.onDismiss.mockClear();
+
+      surface.down({ target: surface.buttonIcon });
+      surface.up();
+      surface.change();
+      surface.flush(1000);
+      expect(surface.onDismiss).toHaveBeenCalledWith("interaction");
+      expect(surface.onSelection).not.toHaveBeenCalled();
+
+      surface.down();
+      surface.change();
+      surface.up();
+      surface.flush();
+      expect(surface.onSelection).toHaveBeenCalledOnce();
+    },
+  );
+
   it("ignores nonprimary pointers and non-left mouseup without ending a left drag", () => {
     const surface = createSelectionSurface();
     surface.down({ isPrimary: false });
diff --git a/apps/web/src/lib/selectionActions.ts b/apps/web/src/lib/selectionActions.ts
index 91e6c2e6a10b..5954a770aa65 100644
--- a/apps/web/src/lib/selectionActions.ts
+++ b/apps/web/src/lib/selectionActions.ts
@@ -101,6 +101,10 @@ export function observeSelectionActions({
   };
   const onSelectionStart = (event: PointerEvent) => {
     if (!event.isPrimary) return;
+    const target = event.target as Element | null;
+    // Buttons can preserve an existing text selection while opening a menu.
+    // Their release must not reopen selection actions beside the button.
+    if (target?.closest("button, [role=button]")) return;
     // A surface may consume a press for a link or terminal mouse reporting.
     gestureActive = event.button === 0 && !event.defaultPrevented;
     dismissed = !gestureActive;