diff --git a/.claude/memory.md b/.claude/memory.md
index 853229ab..a1629155 100644
--- a/.claude/memory.md
+++ b/.claude/memory.md
@@ -1329,3 +1329,16 @@ System User token before go-live` (warn). Best-effort, never throws, never
 - GOTCHA: `npm run build` runs a prebuild env check (`scripts/check-env.ts`)
   that fails without auth secrets; bypass locally with `SKIP_ENV_VALIDATION=true`
   (as CI does) to exercise the real Next.js compile.
+
+## 2026-06-12 (overnight orchestration) — git-proxy pushes + gate plumbing
+- The remote-exec harness proxies git (127.0.0.1 local_proxy): a branch's
+  FIRST push succeeds; follow-up pushes can 403 / "remote end hung up"
+  while `git push` misreports "Everything up-to-date". Recurred tonight on
+  feature/43 and feature/41. Working recovery: push the commit via GitHub
+  MCP `push_files`, then `git fetch` + verify empty diff vs remote, then
+  `git reset --hard` to the remote tip. ALWAYS verify pushes via
+  ls-remote/API, never trust push output text.
+- Two gate-runner bugs tonight were pipes swallowing exit codes
+  (`cmd | tail -1`, `prisma validate | grep`). Use pipefail or unpiped
+  gates. Local `npm run build` needs SKIP_ENV_VALIDATION=true; prisma
+  validate needs any DATABASE_URL set.
diff --git a/__tests__/unit/services/reschedule.service.test.ts b/__tests__/unit/services/reschedule.service.test.ts
index aa05565e..685b7938 100644
--- a/__tests__/unit/services/reschedule.service.test.ts
+++ b/__tests__/unit/services/reschedule.service.test.ts
@@ -456,6 +456,19 @@ describe('rescheduleService', () => {
       expect(result.cancelled).toBe(true);
       expect(result.gapFill).toBeUndefined();
     });
+
+    it('rescheduleAppointment carries the gap-fill report through to its result (Bugbot #252)', async () => {
+      armTransaction('CONFIRMED', new Date(Date.now() + 5 * DAY_MS));
+      mockProposeGapFill.mockResolvedValue({ taskCreated: true, taskId: 'task-9', candidateCount: 3 });
+      // Post-cancel acknowledgement lookup — returning null skips the send
+      // path, which is exercised by its own tests above.
+      mockAppointmentFindUnique.mockResolvedValueOnce(null);
+
+      const result = await rescheduleService.rescheduleAppointment('appt-gf', 'new date soon');
+
+      expect(result.gapFill).toEqual({ taskCreated: true, taskId: 'task-9', candidateCount: 3 });
+      expect(result.note).toBe('new date soon');
+    });
   });
 
   describe('cancelAppointment actor attribution', () => {
diff --git a/app/[locale]/appointments/[id]/page.tsx b/app/[locale]/appointments/[id]/page.tsx
index 9aae32f6..827d96d3 100644
--- a/app/[locale]/appointments/[id]/page.tsx
+++ b/app/[locale]/appointments/[id]/page.tsx
@@ -179,12 +179,10 @@ export default function AppointmentDetailPage({ params }: { params: Promise<{ id
     setRequestReview(false);
   };
 
-  const handleCancel = async () => {
-    if (!confirm(t('cancelConfirm'))) return;
-    const reason = prompt(t('cancelReason'));
-    const payload = await handleAction('cancel', { reason: reason ?? undefined });
-    // Phase 42 — the cancel response reports whether a gap-fill proposal
-    // task was raised; surface a small non-blocking pointer to it.
+  // Phase 42 — cancel AND reschedule free the slot via the same service
+  // path, so either response may report a raised gap-fill proposal task;
+  // surface the same non-blocking pointer for both.
+  const surfaceGapFillNotice = (payload: Awaited<ReturnType<typeof handleAction>>) => {
     const gapFill = payload?.gapFill as
       | { taskCreated: boolean; taskId: string | null; candidateCount: number }
       | undefined;
@@ -193,6 +191,18 @@ export default function AppointmentDetailPage({ params }: { params: Promise<{ id
     }
   };
 
+  const handleCancel = async () => {
+    if (!confirm(t('cancelConfirm'))) return;
+    const reason = prompt(t('cancelReason'));
+    const payload = await handleAction('cancel', { reason: reason ?? undefined });
+    surfaceGapFillNotice(payload);
+  };
+
+  const handleReschedule = async () => {
+    const payload = await handleAction('reschedule', {});
+    surfaceGapFillNotice(payload);
+  };
+
   const handleNoShow = async () => {
     if (!confirm(t('noShowConfirm'))) return;
     await handleAction('no-show');
@@ -466,7 +476,7 @@ export default function AppointmentDetailPage({ params }: { params: Promise<{ id
               </Button>
               <Button
                 variant="secondary"
-                onClick={() => handleAction('reschedule', {})}
+                onClick={handleReschedule}
                 disabled={actionLoading}
               >
                 {t('reschedule')}
diff --git a/lib/services/reschedule.service.ts b/lib/services/reschedule.service.ts
index cf834238..fb1901b4 100644
--- a/lib/services/reschedule.service.ts
+++ b/lib/services/reschedule.service.ts
@@ -33,6 +33,9 @@ interface RescheduleResult {
   cancelled: boolean;
   returnedToPool: boolean;
   note: string;
+  /** Phase 42 — rescheduling frees the old slot via the cancel path, so it
+   *  can raise a gap-fill proposal exactly like a plain cancellation. */
+  gapFill?: GapFillProposalResult;
 }
 
 interface ParseResult {