diff --git a/apps/web/src/chat/strings.ts b/apps/web/src/chat/strings.ts
index 5465a4f08..8c39b2fa8 100644
--- a/apps/web/src/chat/strings.ts
+++ b/apps/web/src/chat/strings.ts
@@ -141,10 +141,10 @@ export const CHAT_STRINGS = {
   blockApproveAction: "Approve",
   blockDenyAction: "Deny",
   blockApproveAllowOnce: "Allow once",
-  blockApproveAlways: "Always allow here",
+  blockApproveAlways: "Always allow for this worker",
   blockApproveAskEvery: "Ask every time",
   blockApproveResolvedOnce: "Allowed once",
-  blockApproveResolvedAlways: "Always allowed in this workbench",
+  blockApproveResolvedAlways: "Always allowed for this worker",
   blockApproveResolvedAskEvery: "Allowed once, will ask every time",
   blockApproveResolvedDenied: "Denied",
   blockFormSubmit: "Submit",
diff --git a/apps/web/src/pages/worker-page.tsx b/apps/web/src/pages/worker-page.tsx
index 100def6db..48e00c835 100644
--- a/apps/web/src/pages/worker-page.tsx
+++ b/apps/web/src/pages/worker-page.tsx
@@ -21,6 +21,7 @@ import {
 } from "../settings/tenancy-api";
 import { agentSlugFromSourceAssetName, deployAgentSource } from "../agent-deploy";
 import { readAgentMcpHandles, readAgentSource } from "../agent-source-read";
+import { applyGrantSnapshot, readGrantSnapshot, saveGrantSnapshot } from "../worker-grants-carry";
 import { useBench } from "../bench-context";
 import { Link } from "../navigation";
 import { tenantKeys } from "../query-client";
@@ -60,6 +61,10 @@ function InstructionsCard({
       const slug = agentSlugFromSourceAssetName(agent.assetName);
       if (slug === null) throw new Error(`${agent.assetName} is not an editable worker`);
       const mcpHandles = await readAgentMcpHandles(tenantId, agent.id, agent.assetName);
+      const current = await readWorkerToolGrants(tenantId, agent);
+      if (current !== null) {
+        saveGrantSnapshot(tenantId, agent.assetName, current.principalId, current.tools);
+      }
       await deployAgentSource({
         tenantId,
         input: { name: agent.name, systemPrompt, slug, mcpHandles },
@@ -149,13 +154,17 @@ async function readWorkerToolGrants(tenantId: string, agent: ChatAgent) {
     (candidate) => candidate.kind === "workflow" && candidate.refId === run?.id,
   );
   if (principal === undefined) return null;
-  const grants = await listGrants(tenantId, { principalId: principal.id });
-  return {
-    principalId: principal.id,
-    tools: grants
+  const read = async () => {
+    const grants = await listGrants(tenantId, { principalId: principal.id });
+    return grants
       .filter((grant) => grant.resource.startsWith(TOOL_PREFIX) && grant.action === "invoke")
-      .sort((a, b) => a.resource.localeCompare(b.resource)),
+      .sort((a, b) => a.resource.localeCompare(b.resource));
   };
+  let tools = await read();
+  if (await applyGrantSnapshot(tenantId, agent.assetName, principal.id, tools)) {
+    tools = await read();
+  }
+  return { principalId: principal.id, tools };
 }
 
 function PermissionsCard({
@@ -167,7 +176,14 @@ function PermissionsCard({
 }) {
   const queryClient = useQueryClient();
   const key = [...tenantKeys.grants(tenantId), "worker", agent.id] as const;
-  const query = useQuery({ queryKey: key, queryFn: () => readWorkerToolGrants(tenantId, agent) });
+  // While a redeploy's permissions are waiting for the new run to start,
+  // keep looking for its principal.
+  const carrying = readGrantSnapshot(tenantId, agent.assetName) !== null;
+  const query = useQuery({
+    queryKey: key,
+    queryFn: () => readWorkerToolGrants(tenantId, agent),
+    refetchInterval: carrying ? 5000 : false,
+  });
 
   // Create the new grant before revoking the old one so a failure never
   // leaves the tool ungoverned.
@@ -201,6 +217,7 @@ function PermissionsCard({
       <CardTitle>Permissions</CardTitle>
       <CardDescription>
         What it may do without asking. Workbench grants can narrow these, never widen them.
+        Permissions carry over when you save new instructions.
       </CardDescription>
       {query.isPending ? (
         <p className="mt-3 text-[13px] text-(--ink-3)">Loading permissions…</p>
diff --git a/apps/web/src/worker-grants-carry.ts b/apps/web/src/worker-grants-carry.ts
new file mode 100644
index 000000000..0dd8876dc
--- /dev/null
+++ b/apps/web/src/worker-grants-carry.ts
@@ -0,0 +1,83 @@
+// A redeploy mints a new run, and runtime tool grants live on the run's
+// principal, so non-default effects are snapshotted before the redeploy and
+// re-applied once the new run's principal exists.
+
+import { type } from "arktype";
+import { reportError } from "@corbits/error-sink";
+import type { GrantEffect } from "@intx/types";
+
+import { createGrant, revokeGrant, type Grant } from "./settings/tenancy-api";
+
+const TOOL_PREFIX = "tool:";
+
+const Snapshot = type({
+  fromPrincipalId: "string",
+  effects: type({ resource: "string", effect: "'allow' | 'deny'" }).array(),
+});
+export type GrantSnapshot = typeof Snapshot.infer;
+
+const storageKey = (tenantId: string, assetName: string) =>
+  `workbench:worker-grants:${tenantId}:${assetName}`;
+
+export function readGrantSnapshot(tenantId: string, assetName: string): GrantSnapshot | null {
+  try {
+    const raw = localStorage.getItem(storageKey(tenantId, assetName));
+    if (raw === null) return null;
+    const parsed = Snapshot(JSON.parse(raw));
+    return parsed instanceof type.errors ? null : parsed;
+  } catch (cause) {
+    reportError(cause, { operation: "worker_grants_snapshot_read", tenantId });
+    return null;
+  }
+}
+
+function writeGrantSnapshot(tenantId: string, assetName: string, snapshot: GrantSnapshot | null) {
+  try {
+    if (snapshot === null) localStorage.removeItem(storageKey(tenantId, assetName));
+    else localStorage.setItem(storageKey(tenantId, assetName), JSON.stringify(snapshot));
+  } catch (cause) {
+    reportError(cause, { operation: "worker_grants_snapshot_write", tenantId });
+  }
+}
+
+/** Stock grants default to "ask"; only allow/deny differ from the default. */
+export function saveGrantSnapshot(
+  tenantId: string,
+  assetName: string,
+  principalId: string,
+  tools: readonly Grant[],
+) {
+  const effects = tools.flatMap((grant) =>
+    grant.resource.startsWith(TOOL_PREFIX) && (grant.effect === "allow" || grant.effect === "deny")
+      ? [{ resource: grant.resource, effect: grant.effect }]
+      : [],
+  );
+  if (effects.length === 0) return;
+  writeGrantSnapshot(tenantId, assetName, { fromPrincipalId: principalId, effects });
+}
+
+/** Re-applies the snapshot onto a new run principal (create-then-revoke),
+ * then clears it. Returns true when grants were applied. */
+export async function applyGrantSnapshot(
+  tenantId: string,
+  assetName: string,
+  principalId: string,
+  tools: readonly Grant[],
+): Promise<boolean> {
+  const snapshot = readGrantSnapshot(tenantId, assetName);
+  if (snapshot === null || snapshot.fromPrincipalId === principalId) return false;
+  for (const { resource, effect } of snapshot.effects) {
+    const current = tools.find((grant) => grant.resource === resource);
+    if (current === undefined || current.effect === effect) continue;
+    await createGrant(tenantId, {
+      principalId,
+      resource,
+      action: "invoke",
+      effect: effect satisfies GrantEffect,
+      origin: "creator",
+    });
+    await revokeGrant(tenantId, current.id);
+  }
+  writeGrantSnapshot(tenantId, assetName, null);
+  return true;
+}