diff --git a/web/src/components/app/advisor/AdvisorCard.tsx b/web/src/components/app/advisor/AdvisorCard.tsx
index 69790e2c8..6e59a6547 100644
--- a/web/src/components/app/advisor/AdvisorCard.tsx
+++ b/web/src/components/app/advisor/AdvisorCard.tsx
@@ -39,7 +39,7 @@ import {
 import { useConfirm } from "@/hooks/context/confirm";
 import {
     useAdvisorFeedback,
-    useClickOutsideAdvisorFinding,
+    useDismissAdvisorFinding,
     useSnoozeAdvisorFinding,
     useUndoAdvisorFinding,
 } from "@/lib/api/hooks/app/advisor/useAdvisor";
@@ -63,7 +63,7 @@ export default function AdvisorCard({ finding, onFix, compact = false, defaultOp
     const confirm = useConfirm();
 
     const snooze = useSnoozeAdvisorFinding();
-    const dismiss = useClickOutsideAdvisorFinding();
+    const dismiss = useDismissAdvisorFinding();
     const undo = useUndoAdvisorFinding();
     const feedback = useAdvisorFeedback();
 
diff --git a/web/src/components/app/campaigns/sequences/ImageControls.tsx b/web/src/components/app/campaigns/sequences/ImageControls.tsx
index aaefc5625..05af1845e 100644
--- a/web/src/components/app/campaigns/sequences/ImageControls.tsx
+++ b/web/src/components/app/campaigns/sequences/ImageControls.tsx
@@ -59,20 +59,6 @@ export function ImageMenu({ editor }: { editor: Editor }) {
     const del = useDeleteEmailImage();
     const confirm = useConfirm();
 
-    React.useEffect(() => {
-        if (!open) return;
-        const onKey = (e: KeyboardEvent) => {
-            if (e.key !== "Escape") return;
-            // The delete confirmation sits above this menu, so Escape belongs
-            // to it first: only the innermost layer closes.
-            if (document.querySelector("[role='alertdialog']")) return;
-            e.stopPropagation();
-            setOpen(false);
-        };
-        document.addEventListener("keydown", onKey, true);
-        return () => document.removeEventListener("keydown", onKey, true);
-    }, [open]);
-
     const pick = async (files: FileList | File[] | null) => {
         const file = Array.from(files ?? [])[0];
         if (!file) return;
diff --git a/web/src/components/app/emails/import/MailboxImportsMenu.tsx b/web/src/components/app/emails/import/MailboxImportsMenu.tsx
index b519fb9f4..2de1c7528 100644
--- a/web/src/components/app/emails/import/MailboxImportsMenu.tsx
+++ b/web/src/components/app/emails/import/MailboxImportsMenu.tsx
@@ -11,7 +11,7 @@ import {
     PopoverMenuTrigger,
 } from "@/components/ui/popover-menu";
 import useMailboxImports from "@/lib/api/hooks/app/emails/useMailboxImports";
-import { useClickOutsideMailboxImport } from "@/lib/api/hooks/app/emails/useMailboxImportActions";
+import { useDismissMailboxImport } from "@/lib/api/hooks/app/emails/useMailboxImportActions";
 import { type MailboxImport } from "@/lib/api/models/app/emails/MailboxImport";
 import { vendorLabel } from "@/lib/api/models/app/emails/MailboxSources";
 import { useConfirm } from "@/hooks/context/confirm";
@@ -143,7 +143,7 @@ export default function MailboxImportsMenu() {
 
 function ImportEntry({ job, onOpen }: { job: MailboxImport; onOpen: () => void }) {
     const confirm = useConfirm();
-    const dismiss = useClickOutsideMailboxImport();
+    const dismiss = useDismissMailboxImport();
     const st = jobState(job);
     const live = job.status === "running";
 
diff --git a/web/src/hooks/useClickOutside.test.tsx b/web/src/hooks/useClickOutside.test.tsx
index e8eaee8d5..e2ede53f2 100644
--- a/web/src/hooks/useClickOutside.test.tsx
+++ b/web/src/hooks/useClickOutside.test.tsx
@@ -85,6 +85,28 @@ describe("useClickOutside", () => {
         document.removeEventListener("keydown", onKey);
     });
 
+    it("leaves Escape to a confirm opened above it, and still takes it inside a modal", () => {
+        const { unmount } = render(
+            <>
+                <Drop name="A" />
+                <div role="alertdialog" />
+            </>,
+        );
+        toggle("A");
+        fireEvent.keyDown(document.body, { key: "Escape" });
+        expect(isOpen("A")).toBe(true);
+        unmount();
+
+        render(
+            <div aria-modal="true">
+                <Drop name="B" />
+            </div>,
+        );
+        toggle("B");
+        fireEvent.keyDown(document.body, { key: "Escape" });
+        expect(isOpen("B")).toBe(false);
+    });
+
     it("closes the open dropdown when another one opens", () => {
         render(
             <>
diff --git a/web/src/hooks/useClickOutside.ts b/web/src/hooks/useClickOutside.ts
index b4d328c90..716a0313b 100644
--- a/web/src/hooks/useClickOutside.ts
+++ b/web/src/hooks/useClickOutside.ts
@@ -60,6 +60,10 @@ export default function useClickOutside(open: boolean, onClose: () => void, insi
         // drawer holding it stays open. Focus inside goes back to where it was opened.
         const onKey = (e: KeyboardEvent) => {
             if (e.key !== "Escape" || layers[layers.length - 1] !== self) return;
+            // A modal opened above this layer (the confirm, a dialog) owns Escape first.
+            const modals = document.querySelectorAll('[role="alertdialog"], [aria-modal="true"]');
+            const above = Array.from(modals).some((m) => !refs.current.some((r) => r.current && m.contains(r.current)));
+            if (above) return;
             e.stopPropagation();
             const active = document.activeElement;
             const origin = refs.current[0]?.current;
diff --git a/web/src/lib/api/hooks/app/advisor/useAdvisor.ts b/web/src/lib/api/hooks/app/advisor/useAdvisor.ts
index 313ecfb75..b42488748 100644
--- a/web/src/lib/api/hooks/app/advisor/useAdvisor.ts
+++ b/web/src/lib/api/hooks/app/advisor/useAdvisor.ts
@@ -133,7 +133,7 @@ export function useSnoozeAdvisorFinding() {
     });
 }
 
-export function useClickOutsideAdvisorFinding() {
+export function useDismissAdvisorFinding() {
     const invalidate = useAdvisorInvalidator();
     return useMutation({
         mutationFn: ({ id, reason }: { id: string; reason: string }) => dismissAdvisorFinding(id, reason),
diff --git a/web/src/lib/api/hooks/app/emails/useMailboxImportActions.ts b/web/src/lib/api/hooks/app/emails/useMailboxImportActions.ts
index 7f24cb5ea..7fdd2a8dd 100644
--- a/web/src/lib/api/hooks/app/emails/useMailboxImportActions.ts
+++ b/web/src/lib/api/hooks/app/emails/useMailboxImportActions.ts
@@ -51,7 +51,7 @@ export function useCancelMailboxImport(id: string | null) {
     return useJobMutation<void>(id, (i) => cancelMailboxImport(i));
 }
 
-export function useClickOutsideMailboxImport() {
+export function useDismissMailboxImport() {
     const qc = useQueryClient();
     return useMutation({
         mutationFn: (id: string) => dismissMailboxImport(id),