diff --git a/CHANGELOG.md b/CHANGELOG.md
index 2510d5aab25..cf2669d1704 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -43,7 +43,7 @@ Docs: https://docs.openclaw.ai
 - Plugins/startup: tolerate transient bundled-channel catalog/metadata drift while auto-enabling configured plugins, so CLI and gateway startup no longer crash when a channel id is known but its display metadata is unavailable.
 - CLI/Claude: report CLI-backed reply runs as streaming while Claude/Codex CLI turns are still in flight, so WebChat keeps visible response state until the backend finishes. Fixes #70125.
 - Codex harness: rotate the shared app-server websocket client when the configured bearer token changes, so auth-token refreshes reconnect with the new `Authorization` header instead of reusing a stale socket. (#70328) Thanks @Lucenx9.
-- Telegram/sandbox: keep Telegram bot DMs on per-account sender session keys even when `session.dmScope=main`, so sandbox/tool policy can distinguish Telegram-originated direct chats from the agent main session.
+- Channels/sandbox: derive runtime policy keys for external direct messages that share the main conversation, so sandbox/tool policy no longer treats channel-originated DMs as local main-session runs.
 - Config/models: merge provider-scoped model allowlist updates and protect model/provider map writes from accidental full replacement, adding `config set --merge` for additive updates and `--replace` for intentional clobbers. Fixes #65920, #68392, and #68653.
 - Agents/Pi auth: preserve AWS SDK-authenticated Bedrock runs for IMDS and task-role setups, clear stale refresh timers on sentinel fallback, and log unexpected runtime-auth prep failures instead of silently leaving the provider unauthenticated. Thanks @wirjo.
 - Config/gateway: restore last-known-good config on critical clobber signatures such as missing metadata, missing `gateway.mode`, or sharp size drops, preventing gateway crash loops when a valid backup exists. Fixes #70336.
diff --git a/docs/channels/channel-routing.md b/docs/channels/channel-routing.md
index 1178502165f..1b71e87d07b 100644
--- a/docs/channels/channel-routing.md
+++ b/docs/channels/channel-routing.md
@@ -23,15 +23,13 @@ host configuration.
 
 ## Session key shapes (examples)
 
-Most direct messages collapse to the agent’s **main** session:
+Direct messages collapse to the agent’s **main** session by default:
 
 - `agent:<agentId>:<mainKey>` (default: `agent:main:main`)
 
-Telegram bot direct messages are isolated per bot account and sender even when
-`session.dmScope` is `main`, so sandbox and tool policy decisions can distinguish
-channel-originated DMs from the agent main session:
-
-- `agent:<agentId>:telegram:<accountId>:direct:<senderId>`
+Even when direct-message conversation history is shared with main, sandbox and
+tool policy use a derived per-account direct-chat runtime key for external DMs
+so channel-originated messages are not treated like local main-session runs.
 
 Groups and channels remain isolated per channel:
 
diff --git a/docs/channels/telegram.md b/docs/channels/telegram.md
index 335c77f33fc..37fab1f1695 100644
--- a/docs/channels/telegram.md
+++ b/docs/channels/telegram.md
@@ -72,13 +72,6 @@ openclaw pairing approve telegram <CODE>
 Token resolution order is account-aware. In practice, config values win over env fallback, and `TELEGRAM_BOT_TOKEN` only applies to the default account.
 </Note>
 
-## Session isolation
-
-Telegram bot DMs use per-account sender session keys, for example
-`agent:main:telegram:default:direct:814912386`. This keeps Telegram-originated
-tool and sandbox policy distinct from the agent main session even when the
-global `session.dmScope` setting is `main`.
-
 ## Telegram side settings
 
 <AccordionGroup>
diff --git a/extensions/telegram/src/bot-message-context.dm-threads.test.ts b/extensions/telegram/src/bot-message-context.dm-threads.test.ts
index f2f1f519013..41bdbd89f2e 100644
--- a/extensions/telegram/src/bot-message-context.dm-threads.test.ts
+++ b/extensions/telegram/src/bot-message-context.dm-threads.test.ts
@@ -76,12 +76,10 @@ describe("buildTelegramMessageContext dm thread sessions", () => {
 
     expect(ctx).not.toBeNull();
     expect(ctx?.ctxPayload?.MessageThreadId).toBe(42);
-    expect(ctx?.ctxPayload?.SessionKey).toBe(
-      "agent:main:telegram:default:direct:42:thread:1234:42",
-    );
+    expect(ctx?.ctxPayload?.SessionKey).toBe("agent:main:main:thread:1234:42");
   });
 
-  it("uses the Telegram direct session key when no thread id", async () => {
+  it("uses the main session key when no thread id", async () => {
     const ctx = await buildContext({
       message_id: 2,
       chat: { id: 1234, type: "private" },
@@ -92,7 +90,7 @@ describe("buildTelegramMessageContext dm thread sessions", () => {
 
     expect(ctx).not.toBeNull();
     expect(ctx?.ctxPayload?.MessageThreadId).toBeUndefined();
-    expect(ctx?.ctxPayload?.SessionKey).toBe("agent:main:telegram:default:direct:42");
+    expect(ctx?.ctxPayload?.SessionKey).toBe("agent:main:main");
   });
 });
 
diff --git a/extensions/telegram/src/bot-message-context.named-account-dm.test.ts b/extensions/telegram/src/bot-message-context.named-account-dm.test.ts
index 13a22b17a4d..c36b60f2ea6 100644
--- a/extensions/telegram/src/bot-message-context.named-account-dm.test.ts
+++ b/extensions/telegram/src/bot-message-context.named-account-dm.test.ts
@@ -140,7 +140,7 @@ describe("buildTelegramMessageContext named-account DM fallback", () => {
     expect(ctx).toBeNull();
   });
 
-  it("uses a per-account session key for default-account DMs", async () => {
+  it("uses the main session key for default-account DMs", async () => {
     setRuntimeConfigSnapshot(baseCfg);
 
     const ctx = await buildTelegramMessageContextForTest({
@@ -154,7 +154,7 @@ describe("buildTelegramMessageContext named-account DM fallback", () => {
       },
     });
 
-    expect(ctx?.ctxPayload?.SessionKey).toBe("agent:main:telegram:default:direct:42");
-    expect(getLastUpdateLastRoute()?.sessionKey).toBe("agent:main:telegram:default:direct:42");
+    expect(ctx?.ctxPayload?.SessionKey).toBe("agent:main:main");
+    expect(getLastUpdateLastRoute()?.sessionKey).toBe("agent:main:main");
   });
 });
diff --git a/extensions/telegram/src/bot-message-context.ts b/extensions/telegram/src/bot-message-context.ts
index 35267c21ace..75c2d979530 100644
--- a/extensions/telegram/src/bot-message-context.ts
+++ b/extensions/telegram/src/bot-message-context.ts
@@ -6,8 +6,9 @@ import {
 import { logInboundDrop } from "openclaw/plugin-sdk/channel-inbound";
 import type { TelegramDirectConfig, TelegramGroupConfig } from "openclaw/plugin-sdk/config-runtime";
 import { deriveLastRoutePolicy } from "openclaw/plugin-sdk/routing";
-import { DEFAULT_ACCOUNT_ID, resolveThreadSessionKeys } from "openclaw/plugin-sdk/routing";
+import { normalizeAccountId, resolveThreadSessionKeys } from "openclaw/plugin-sdk/routing";
 import { logVerbose } from "openclaw/plugin-sdk/runtime-env";
+import { resolveDefaultTelegramAccountId } from "./accounts.js";
 import { withTelegramApiErrorLogging } from "./api-logging.js";
 import { firstDefined, normalizeAllowFrom, normalizeDmAllowFromWithStore } from "./bot-access.js";
 import { resolveTelegramInboundBody } from "./bot-message-context.body.js";
@@ -234,7 +235,10 @@ export const buildTelegramMessageContext = async ({
   });
   const requiresExplicitAccountBinding = (
     candidate: ReturnType<typeof resolveTelegramConversationRoute>["route"],
-  ): boolean => candidate.accountId !== DEFAULT_ACCOUNT_ID && candidate.matchedBy === "default";
+  ): boolean =>
+    normalizeAccountId(candidate.accountId) !==
+      normalizeAccountId(resolveDefaultTelegramAccountId(freshCfg)) &&
+    candidate.matchedBy === "default";
   const isNamedAccountFallback = requiresExplicitAccountBinding(route);
   // Named-account groups still require an explicit binding; DMs get a
   // per-account fallback session key below to preserve isolation.
diff --git a/extensions/telegram/src/bot.create-telegram-bot.test.ts b/extensions/telegram/src/bot.create-telegram-bot.test.ts
index 85396bd4a52..5ae87c83074 100644
--- a/extensions/telegram/src/bot.create-telegram-bot.test.ts
+++ b/extensions/telegram/src/bot.create-telegram-bot.test.ts
@@ -1697,7 +1697,7 @@ describe("createTelegramBot", () => {
     expect(replySpy).toHaveBeenCalledTimes(1);
     const payload = replySpy.mock.calls[0][0];
     expect(payload.AccountId).toBe("opie");
-    expect(payload.SessionKey).toBe("agent:opie:telegram:opie:direct:999");
+    expect(payload.SessionKey).toBe("agent:opie:main");
   });
 
   it("reloads DM routing bindings between messages without recreating the bot", async () => {
@@ -1705,7 +1705,12 @@ describe("createTelegramBot", () => {
     const configForAgent = (agentId: string) => ({
       channels: {
         telegram: {
+          defaultAccount: "work",
           accounts: {
+            work: {
+              botToken: "tok-work",
+              dmPolicy: "open",
+            },
             opie: {
               botToken: "tok-opie",
               dmPolicy: "open",
@@ -1809,7 +1814,12 @@ describe("createTelegramBot", () => {
     loadConfig.mockReturnValue({
       channels: {
         telegram: {
+          defaultAccount: "work",
           accounts: {
+            work: {
+              botToken: "tok-work",
+              dmPolicy: "open",
+            },
             opie: {
               botToken: "tok-opie",
               dmPolicy: "open",
diff --git a/extensions/telegram/src/bot.test.ts b/extensions/telegram/src/bot.test.ts
index 854df5e15bd..69c9c12748f 100644
--- a/extensions/telegram/src/bot.test.ts
+++ b/extensions/telegram/src/bot.test.ts
@@ -2190,9 +2190,7 @@ describe("createTelegramBot", () => {
 
     expect(replySpy).toHaveBeenCalledTimes(1);
     const payload = replySpy.mock.calls[0][0];
-    expect(payload.CommandTargetSessionKey).toBe(
-      "agent:main:telegram:default:direct:12345:thread:12345:99",
-    );
+    expect(payload.CommandTargetSessionKey).toBe("agent:main:main:thread:12345:99");
   });
 
   it("allows native DM commands for paired users", async () => {
diff --git a/extensions/telegram/src/conversation-route.base-session-key.test.ts b/extensions/telegram/src/conversation-route.base-session-key.test.ts
index a9ddef83515..b369947e09d 100644
--- a/extensions/telegram/src/conversation-route.base-session-key.test.ts
+++ b/extensions/telegram/src/conversation-route.base-session-key.test.ts
@@ -6,7 +6,7 @@ import { resolveTelegramConversationBaseSessionKey } from "./conversation-route.
 describe("resolveTelegramConversationBaseSessionKey", () => {
   const cfg: OpenClawConfig = {};
 
-  it("uses a per-account key for default-account DMs", () => {
+  it("keeps default-account DMs on the route session key", () => {
     expect(
       resolveTelegramConversationBaseSessionKey({
         cfg,
@@ -20,7 +20,34 @@ describe("resolveTelegramConversationBaseSessionKey", () => {
         isGroup: false,
         senderId: 12345,
       }),
-    ).toBe("agent:main:telegram:default:direct:12345");
+    ).toBe("agent:main:main");
+  });
+
+  it("keeps configured default-account DMs on the route session key", () => {
+    expect(
+      resolveTelegramConversationBaseSessionKey({
+        cfg: {
+          channels: {
+            telegram: {
+              defaultAccount: "work",
+              accounts: {
+                work: {},
+                personal: {},
+              },
+            },
+          },
+        },
+        route: {
+          agentId: "main",
+          accountId: "work",
+          matchedBy: "default",
+          sessionKey: "agent:main:main",
+        },
+        chatId: 12345,
+        isGroup: false,
+        senderId: 12345,
+      }),
+    ).toBe("agent:main:main");
   });
 
   it("uses the per-account fallback key for named-account DMs without an explicit binding", () => {
diff --git a/extensions/telegram/src/conversation-route.ts b/extensions/telegram/src/conversation-route.ts
index 290b515128e..f8249e4cc7b 100644
--- a/extensions/telegram/src/conversation-route.ts
+++ b/extensions/telegram/src/conversation-route.ts
@@ -7,11 +7,13 @@ import {
 import {
   buildAgentSessionKey,
   deriveLastRoutePolicy,
+  normalizeAccountId,
   resolveAgentRoute,
 } from "openclaw/plugin-sdk/routing";
 import { buildAgentMainSessionKey, sanitizeAgentId } from "openclaw/plugin-sdk/routing";
 import { logVerbose } from "openclaw/plugin-sdk/runtime-env";
 import { normalizeLowercaseStringOrEmpty } from "openclaw/plugin-sdk/text-runtime";
+import { resolveDefaultTelegramAccountId } from "./accounts.js";
 import {
   buildTelegramGroupPeerId,
   buildTelegramParentPeer,
@@ -147,10 +149,13 @@ export function resolveTelegramConversationBaseSessionKey(params: {
   isGroup: boolean;
   senderId?: string | number | null;
 }): string {
-  if (params.isGroup || params.route.matchedBy === "binding.channel") {
+  const routeAccountId = normalizeAccountId(params.route.accountId);
+  const defaultAccountId = normalizeAccountId(resolveDefaultTelegramAccountId(params.cfg));
+  const isNamedAccountFallback =
+    routeAccountId !== defaultAccountId && params.route.matchedBy === "default";
+  if (!isNamedAccountFallback || params.isGroup) {
     return params.route.sessionKey;
   }
-  const configuredDmScope = params.cfg.session?.dmScope;
   return normalizeLowercaseStringOrEmpty(
     buildAgentSessionKey({
       agentId: params.route.agentId,
@@ -163,10 +168,7 @@ export function resolveTelegramConversationBaseSessionKey(params: {
           senderId: params.senderId,
         }),
       },
-      dmScope:
-        configuredDmScope && configuredDmScope !== "main"
-          ? configuredDmScope
-          : "per-account-channel-peer",
+      dmScope: "per-account-channel-peer",
       identityLinks: params.cfg.session?.identityLinks,
     }),
   );
diff --git a/src/agents/pi-embedded-runner/compact.hooks.harness.ts b/src/agents/pi-embedded-runner/compact.hooks.harness.ts
index 70c8f19cc0d..cb777f33fb8 100644
--- a/src/agents/pi-embedded-runner/compact.hooks.harness.ts
+++ b/src/agents/pi-embedded-runner/compact.hooks.harness.ts
@@ -95,6 +95,7 @@ export const registerProviderStreamForModelMock: Mock<(params?: unknown) => unkn
 export const applyExtraParamsToAgentMock = vi.fn(() => ({ effectiveExtraParams: {} }));
 export const resolveAgentTransportOverrideMock: Mock<(params?: unknown) => string | undefined> =
   vi.fn(() => undefined);
+export const resolveSandboxContextMock = vi.fn(async () => null);
 
 export function resetCompactSessionStateMocks(): void {
   sanitizeSessionHistoryMock.mockReset();
@@ -131,6 +132,8 @@ export function resetCompactSessionStateMocks(): void {
   applyExtraParamsToAgentMock.mockReturnValue({ effectiveExtraParams: {} });
   resolveAgentTransportOverrideMock.mockReset();
   resolveAgentTransportOverrideMock.mockReturnValue(undefined);
+  resolveSandboxContextMock.mockReset();
+  resolveSandboxContextMock.mockResolvedValue(null);
 }
 
 export function resetCompactHooksHarnessMocks(): void {
@@ -296,7 +299,7 @@ export async function loadCompactHooksHarness(): Promise<{
   }));
 
   vi.doMock("../sandbox.js", () => ({
-    resolveSandboxContext: vi.fn(async () => null),
+    resolveSandboxContext: resolveSandboxContextMock,
   }));
 
   vi.doMock("../session-file-repair.js", () => ({
diff --git a/src/agents/pi-embedded-runner/compact.hooks.test.ts b/src/agents/pi-embedded-runner/compact.hooks.test.ts
index 263c131f8d5..4d408b67851 100644
--- a/src/agents/pi-embedded-runner/compact.hooks.test.ts
+++ b/src/agents/pi-embedded-runner/compact.hooks.test.ts
@@ -14,6 +14,7 @@ import {
   resolveEmbeddedAgentStreamFnMock,
   resolveMemorySearchConfigMock,
   resolveModelMock,
+  resolveSandboxContextMock,
   resolveSessionAgentIdMock,
   resetCompactHooksHarnessMocks,
   resetCompactSessionStateMocks,
@@ -210,6 +211,22 @@ describe("compactEmbeddedPiSessionDirect hooks", () => {
     });
   });
 
+  it("uses sandboxSessionKey only for compaction sandbox resolution", async () => {
+    await compactEmbeddedPiSessionDirect({
+      sessionId: "session-1",
+      sessionKey: "agent:main:main",
+      sandboxSessionKey: "agent:main:telegram:default:direct:12345",
+      sessionFile: "/tmp/session.jsonl",
+      workspaceDir: "/tmp/workspace",
+    });
+
+    expect(resolveSandboxContextMock).toHaveBeenCalledWith({
+      config: undefined,
+      sessionKey: "agent:main:telegram:default:direct:12345",
+      workspaceDir: "/tmp/workspace",
+    });
+  });
+
   it("routes compaction through shared stream resolution and extra params", async () => {
     const resolvedStreamFn = vi.fn();
     resolveEmbeddedAgentStreamFnMock.mockReturnValue(resolvedStreamFn);
diff --git a/src/agents/pi-embedded-runner/compact.ts b/src/agents/pi-embedded-runner/compact.ts
index f0abbb46bf4..c5eed580ec1 100644
--- a/src/agents/pi-embedded-runner/compact.ts
+++ b/src/agents/pi-embedded-runner/compact.ts
@@ -412,7 +412,8 @@ export async function compactEmbeddedPiSessionDirect(
   }
 
   await fs.mkdir(resolvedWorkspace, { recursive: true });
-  const sandboxSessionKey = params.sessionKey?.trim() || params.sessionId;
+  const sandboxSessionKey =
+    params.sandboxSessionKey?.trim() || params.sessionKey?.trim() || params.sessionId;
   const sandbox = await resolveSandboxContext({
     config: params.config,
     sessionKey: sandboxSessionKey,
diff --git a/src/agents/pi-embedded-runner/compact.types.ts b/src/agents/pi-embedded-runner/compact.types.ts
index e0dbd86b2cc..e056a62edee 100644
--- a/src/agents/pi-embedded-runner/compact.types.ts
+++ b/src/agents/pi-embedded-runner/compact.types.ts
@@ -8,6 +8,8 @@ export type CompactEmbeddedPiSessionParams = {
   sessionId: string;
   runId?: string;
   sessionKey?: string;
+  /** Session key used only for runtime policy/sandbox resolution. Defaults to sessionKey. */
+  sandboxSessionKey?: string;
   messageChannel?: string;
   messageProvider?: string;
   agentAccountId?: string;
diff --git a/src/agents/pi-embedded-runner/run.ts b/src/agents/pi-embedded-runner/run.ts
index 1a169a5f6fc..11e313e94e5 100644
--- a/src/agents/pi-embedded-runner/run.ts
+++ b/src/agents/pi-embedded-runner/run.ts
@@ -689,6 +689,7 @@ export async function runEmbeddedPiAgent(
           const attempt = await runEmbeddedAttemptWithBackend({
             sessionId: params.sessionId,
             sessionKey: resolvedSessionKey,
+            sandboxSessionKey: params.sandboxSessionKey,
             trigger: params.trigger,
             memoryFlushWritePath: params.memoryFlushWritePath,
             messageChannel: params.messageChannel,
diff --git a/src/agents/pi-embedded-runner/run/attempt.ts b/src/agents/pi-embedded-runner/run/attempt.ts
index 90255855a1e..fe61895fd86 100644
--- a/src/agents/pi-embedded-runner/run/attempt.ts
+++ b/src/agents/pi-embedded-runner/run/attempt.ts
@@ -438,7 +438,8 @@ export async function runEmbeddedAttempt(
 
   await fs.mkdir(resolvedWorkspace, { recursive: true });
 
-  const sandboxSessionKey = params.sessionKey?.trim() || params.sessionId;
+  const sandboxSessionKey =
+    params.sandboxSessionKey?.trim() || params.sessionKey?.trim() || params.sessionId;
   const sandbox = await resolveSandboxContext({
     config: params.config,
     sessionKey: sandboxSessionKey,
diff --git a/src/agents/pi-embedded-runner/run/params.ts b/src/agents/pi-embedded-runner/run/params.ts
index 1b0382fd4f1..522eafaab2b 100644
--- a/src/agents/pi-embedded-runner/run/params.ts
+++ b/src/agents/pi-embedded-runner/run/params.ts
@@ -22,6 +22,8 @@ export type EmbeddedRunTrigger = "cron" | "heartbeat" | "manual" | "memory" | "o
 export type RunEmbeddedPiAgentParams = {
   sessionId: string;
   sessionKey?: string;
+  /** Session-like key for sandbox and tool-policy resolution. Defaults to sessionKey. */
+  sandboxSessionKey?: string;
   agentId?: string;
   messageChannel?: string;
   messageProvider?: string;
diff --git a/src/auto-reply/reply/agent-runner-direct-runtime-config.test.ts b/src/auto-reply/reply/agent-runner-direct-runtime-config.test.ts
index c60e7ee5399..e95c171ac0f 100644
--- a/src/auto-reply/reply/agent-runner-direct-runtime-config.test.ts
+++ b/src/auto-reply/reply/agent-runner-direct-runtime-config.test.ts
@@ -172,6 +172,35 @@ describe("runReplyAgent runtime config", () => {
     );
   });
 
+  it("passes the derived runtime-policy key to pre-run maintenance", async () => {
+    const { followupRun, replyParams } = createDirectRuntimeReplyParams({
+      shouldFollowup: false,
+      isActive: false,
+    });
+    const runtimePolicySessionKey = "agent:main:telegram:default:direct:test";
+    followupRun.run.sessionKey = "agent:main:main";
+    followupRun.run.runtimePolicySessionKey = runtimePolicySessionKey;
+    replyParams.sessionKey = "agent:main:main";
+    replyParams.runtimePolicySessionKey = runtimePolicySessionKey;
+    runPreflightCompactionIfNeededMock.mockResolvedValue(undefined);
+    runMemoryFlushIfNeededMock.mockRejectedValue(sentinelError);
+
+    await expect(runReplyAgent(replyParams)).rejects.toBe(sentinelError);
+
+    expect(runPreflightCompactionIfNeededMock).toHaveBeenCalledWith(
+      expect.objectContaining({
+        sessionKey: "agent:main:main",
+        runtimePolicySessionKey,
+      }),
+    );
+    expect(runMemoryFlushIfNeededMock).toHaveBeenCalledWith(
+      expect.objectContaining({
+        sessionKey: "agent:main:main",
+        runtimePolicySessionKey,
+      }),
+    );
+  });
+
   it("does not resolve secrets before the enqueue-followup queue path", async () => {
     const { followupRun, resolvedQueue, replyParams } = createDirectRuntimeReplyParams({
       shouldFollowup: true,
diff --git a/src/auto-reply/reply/agent-runner-execution.ts b/src/auto-reply/reply/agent-runner-execution.ts
index cde84333288..8a391b976e4 100644
--- a/src/auto-reply/reply/agent-runner-execution.ts
+++ b/src/auto-reply/reply/agent-runner-execution.ts
@@ -582,6 +582,7 @@ export async function runAgentTurnWithFallback(params: {
   resetSessionAfterRoleOrderingConflict: (reason: string) => Promise<boolean>;
   isHeartbeat: boolean;
   sessionKey?: string;
+  runtimePolicySessionKey?: string;
   getActiveSessionEntry: () => SessionEntry | undefined;
   activeSessionStore?: Record<string, SessionEntry>;
   storePath?: string;
@@ -1018,6 +1019,7 @@ export async function runAgentTurnWithFallback(params: {
                 groupSpace: normalizeOptionalString(params.sessionCtx.GroupSpace),
                 ...senderContext,
                 ...runBaseParams,
+                sandboxSessionKey: params.runtimePolicySessionKey,
                 prompt: params.commandBody,
                 extraSystemPrompt: params.followupRun.run.extraSystemPrompt,
                 toolResultFormat: (() => {
diff --git a/src/auto-reply/reply/agent-runner-memory.test.ts b/src/auto-reply/reply/agent-runner-memory.test.ts
index b9a09f8e654..55c7e6f67e2 100644
--- a/src/auto-reply/reply/agent-runner-memory.test.ts
+++ b/src/auto-reply/reply/agent-runner-memory.test.ts
@@ -8,9 +8,14 @@ import {
   registerMemoryFlushPlanResolver,
 } from "../../plugins/memory-state.js";
 import type { TemplateContext } from "../templating.js";
-import { runMemoryFlushIfNeeded, setAgentRunnerMemoryTestDeps } from "./agent-runner-memory.js";
+import {
+  runMemoryFlushIfNeeded,
+  runPreflightCompactionIfNeeded,
+  setAgentRunnerMemoryTestDeps,
+} from "./agent-runner-memory.js";
 import { createTestFollowupRun, writeTestSessionStore } from "./agent-runner.test-fixtures.js";
 
+const compactEmbeddedPiSessionMock = vi.fn();
 const runWithModelFallbackMock = vi.fn();
 const runEmbeddedPiAgentMock = vi.fn();
 const refreshQueuedFollowupSessionMock = vi.fn();
@@ -43,6 +48,11 @@ describe("runMemoryFlushIfNeeded", () => {
       model,
       attempts: [],
     }));
+    compactEmbeddedPiSessionMock.mockReset().mockResolvedValue({
+      ok: true,
+      compacted: true,
+      result: { tokensAfter: 42 },
+    });
     runEmbeddedPiAgentMock.mockReset().mockResolvedValue({ payloads: [], meta: {} });
     refreshQueuedFollowupSessionMock.mockReset();
     incrementCompactionCountMock.mockReset().mockImplementation(async (params) => {
@@ -67,6 +77,7 @@ describe("runMemoryFlushIfNeeded", () => {
       return nextEntry.compactionCount;
     });
     setAgentRunnerMemoryTestDeps({
+      compactEmbeddedPiSession: compactEmbeddedPiSessionMock as never,
       runWithModelFallback: runWithModelFallbackMock as never,
       runEmbeddedPiAgent: runEmbeddedPiAgentMock as never,
       refreshQueuedFollowupSession: refreshQueuedFollowupSessionMock as never,
@@ -184,6 +195,98 @@ describe("runMemoryFlushIfNeeded", () => {
     expect(runEmbeddedPiAgentMock).not.toHaveBeenCalled();
   });
 
+  it("uses runtime policy session key when checking memory-flush sandbox writability", async () => {
+    const sessionEntry: SessionEntry = {
+      sessionId: "session",
+      updatedAt: Date.now(),
+      totalTokens: 80_000,
+      compactionCount: 1,
+    };
+
+    const entry = await runMemoryFlushIfNeeded({
+      cfg: {
+        agents: {
+          defaults: {
+            sandbox: {
+              mode: "non-main",
+              scope: "agent",
+              workspaceAccess: "ro",
+            },
+            compaction: {
+              memoryFlush: {},
+            },
+          },
+        },
+      },
+      followupRun: createTestFollowupRun({
+        sessionKey: "agent:main:main",
+        runtimePolicySessionKey: "agent:main:telegram:default:direct:12345",
+      }),
+      sessionCtx: { Provider: "telegram" } as unknown as TemplateContext,
+      defaultModel: "anthropic/claude-opus-4-6",
+      agentCfgContextTokens: 100_000,
+      resolvedVerboseLevel: "off",
+      sessionEntry,
+      sessionStore: { "agent:main:main": sessionEntry },
+      sessionKey: "agent:main:main",
+      runtimePolicySessionKey: "agent:main:telegram:default:direct:12345",
+      isHeartbeat: false,
+      replyOperation: createReplyOperation(),
+    });
+
+    expect(entry).toBe(sessionEntry);
+    expect(runEmbeddedPiAgentMock).not.toHaveBeenCalled();
+  });
+
+  it("passes runtime policy session key to preflight compaction sandbox resolution", async () => {
+    const sessionFile = path.join(rootDir, "session.jsonl");
+    await fs.writeFile(
+      sessionFile,
+      `${JSON.stringify({ message: { role: "user", content: "x".repeat(5_000) } })}\n`,
+      "utf8",
+    );
+    registerMemoryFlushPlanResolver(() => ({
+      softThresholdTokens: 1,
+      forceFlushTranscriptBytes: 1_000_000_000,
+      reserveTokensFloor: 0,
+      prompt: "Pre-compaction memory flush.\nNO_REPLY",
+      systemPrompt: "Write memory to memory/YYYY-MM-DD.md.",
+      relativePath: "memory/2023-11-14.md",
+    }));
+    const sessionEntry: SessionEntry = {
+      sessionId: "session",
+      sessionFile,
+      updatedAt: Date.now(),
+      totalTokensFresh: false,
+    };
+
+    await runPreflightCompactionIfNeeded({
+      cfg: { agents: { defaults: { compaction: { memoryFlush: {} } } } },
+      followupRun: createTestFollowupRun({
+        sessionId: "session",
+        sessionFile,
+        sessionKey: "agent:main:main",
+        runtimePolicySessionKey: "agent:main:telegram:default:direct:12345",
+      }),
+      defaultModel: "anthropic/claude-opus-4-6",
+      agentCfgContextTokens: 100,
+      sessionEntry,
+      sessionStore: { "agent:main:main": sessionEntry },
+      sessionKey: "agent:main:main",
+      runtimePolicySessionKey: "agent:main:telegram:default:direct:12345",
+      storePath: path.join(rootDir, "sessions.json"),
+      isHeartbeat: false,
+      replyOperation: createReplyOperation(),
+    });
+
+    expect(compactEmbeddedPiSessionMock).toHaveBeenCalledWith(
+      expect.objectContaining({
+        sessionKey: "agent:main:main",
+        sandboxSessionKey: "agent:main:telegram:default:direct:12345",
+      }),
+    );
+  });
+
   it("uses configured prompts and stored bootstrap warning signatures", async () => {
     const sessionEntry: SessionEntry = {
       sessionId: "session",
diff --git a/src/auto-reply/reply/agent-runner-memory.ts b/src/auto-reply/reply/agent-runner-memory.ts
index 289aa8275a9..c1f3476b690 100644
--- a/src/auto-reply/reply/agent-runner-memory.ts
+++ b/src/auto-reply/reply/agent-runner-memory.ts
@@ -361,6 +361,7 @@ export async function runPreflightCompactionIfNeeded(params: {
   sessionEntry?: SessionEntry;
   sessionStore?: Record<string, SessionEntry>;
   sessionKey?: string;
+  runtimePolicySessionKey?: string;
   storePath?: string;
   isHeartbeat: boolean;
   replyOperation: ReplyOperation;
@@ -463,6 +464,7 @@ export async function runPreflightCompactionIfNeeded(params: {
   const result = await memoryDeps.compactEmbeddedPiSession({
     sessionId: entry.sessionId,
     sessionKey: params.sessionKey,
+    sandboxSessionKey: params.runtimePolicySessionKey,
     allowGatewaySubagentBinding: true,
     messageChannel: params.followupRun.run.messageProvider,
     groupId: entry.groupId ?? params.followupRun.run.groupId,
@@ -523,6 +525,7 @@ export async function runMemoryFlushIfNeeded(params: {
   sessionEntry?: SessionEntry;
   sessionStore?: Record<string, SessionEntry>;
   sessionKey?: string;
+  runtimePolicySessionKey?: string;
   storePath?: string;
   isHeartbeat: boolean;
   replyOperation: ReplyOperation;
@@ -538,7 +541,7 @@ export async function runMemoryFlushIfNeeded(params: {
     }
     const runtime = resolveSandboxRuntimeStatus({
       cfg: params.cfg,
-      sessionKey: params.sessionKey,
+      sessionKey: params.runtimePolicySessionKey ?? params.sessionKey,
     });
     if (!runtime.sandboxed) {
       return true;
@@ -762,6 +765,7 @@ export async function runMemoryFlushIfNeeded(params: {
           ...embeddedContext,
           ...senderContext,
           ...runBaseParams,
+          sandboxSessionKey: params.runtimePolicySessionKey,
           allowGatewaySubagentBinding: true,
           silentExpected: true,
           trigger: "memory",
diff --git a/src/auto-reply/reply/agent-runner-utils.ts b/src/auto-reply/reply/agent-runner-utils.ts
index 94c03031247..e635926abd2 100644
--- a/src/auto-reply/reply/agent-runner-utils.ts
+++ b/src/auto-reply/reply/agent-runner-utils.ts
@@ -227,6 +227,7 @@ export function buildEmbeddedContextFromTemplate(params: {
   return {
     sessionId: params.run.sessionId,
     sessionKey: params.run.sessionKey,
+    sandboxSessionKey: params.run.runtimePolicySessionKey,
     agentId: params.run.agentId,
     messageProvider: resolveOriginMessageProvider({
       originatingChannel: params.sessionCtx.OriginatingChannel,
diff --git a/src/auto-reply/reply/agent-runner.ts b/src/auto-reply/reply/agent-runner.ts
index adbd411a075..f7d3fae21c9 100644
--- a/src/auto-reply/reply/agent-runner.ts
+++ b/src/auto-reply/reply/agent-runner.ts
@@ -873,6 +873,7 @@ export async function runReplyAgent(params: {
   sessionEntry?: SessionEntry;
   sessionStore?: Record<string, SessionEntry>;
   sessionKey?: string;
+  runtimePolicySessionKey?: string;
   storePath?: string;
   defaultModel: string;
   agentCfgContextTokens?: number;
@@ -907,6 +908,7 @@ export async function runReplyAgent(params: {
     sessionEntry,
     sessionStore,
     sessionKey,
+    runtimePolicySessionKey,
     storePath,
     defaultModel,
     agentCfgContextTokens,
@@ -1105,6 +1107,7 @@ export async function runReplyAgent(params: {
       sessionEntry: activeSessionEntry,
       sessionStore: activeSessionStore,
       sessionKey,
+      runtimePolicySessionKey,
       storePath,
       isHeartbeat,
       replyOperation,
@@ -1124,6 +1127,7 @@ export async function runReplyAgent(params: {
       sessionEntry: activeSessionEntry,
       sessionStore: activeSessionStore,
       sessionKey,
+      runtimePolicySessionKey,
       storePath,
       isHeartbeat,
       replyOperation,
@@ -1208,6 +1212,7 @@ export async function runReplyAgent(params: {
       resetSessionAfterRoleOrderingConflict,
       isHeartbeat,
       sessionKey,
+      runtimePolicySessionKey,
       getActiveSessionEntry: () => activeSessionEntry,
       activeSessionStore,
       storePath,
diff --git a/src/auto-reply/reply/bash-command.ts b/src/auto-reply/reply/bash-command.ts
index 93825991e51..5fff6ffe662 100644
--- a/src/auto-reply/reply/bash-command.ts
+++ b/src/auto-reply/reply/bash-command.ts
@@ -16,6 +16,7 @@ import type { ReplyPayload } from "../types.js";
 import { buildDisabledCommandReply } from "./command-gates.js";
 import { formatElevatedUnavailableMessage } from "./elevated-unavailable.js";
 import { stripMentions, stripStructuralPrefixes } from "./mentions.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
 
 const CHAT_BASH_SCOPE_KEY = "chat:bash";
 const DEFAULT_FOREGROUND_MS = 2000;
@@ -210,7 +211,11 @@ export async function handleBashChatCommand(params: {
   if (!params.elevated.enabled || !params.elevated.allowed) {
     const runtimeSandboxed = resolveSandboxRuntimeStatus({
       cfg: params.cfg,
-      sessionKey: params.sessionKey,
+      sessionKey: resolveRuntimePolicySessionKey({
+        cfg: params.cfg,
+        ctx: params.ctx,
+        sessionKey: params.sessionKey,
+      }),
     }).sandboxed;
     return {
       text: formatElevatedUnavailableMessage({
diff --git a/src/auto-reply/reply/commands-system-prompt.ts b/src/auto-reply/reply/commands-system-prompt.ts
index 6612ff00673..2ca45e3c950 100644
--- a/src/auto-reply/reply/commands-system-prompt.ts
+++ b/src/auto-reply/reply/commands-system-prompt.ts
@@ -15,6 +15,7 @@ import type { WorkspaceBootstrapFile } from "../../agents/workspace.js";
 import { getRemoteSkillEligibility } from "../../infra/skills-remote.js";
 import { buildTtsSystemPromptHint } from "../../tts/tts.js";
 import type { HandleCommandsParams } from "./commands-types.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
 
 export type CommandsSystemPromptBundle = {
   systemPrompt: string;
@@ -43,7 +44,16 @@ export async function resolveCommandsSystemPromptBundle(
   });
   const sandboxRuntime = resolveSandboxRuntimeStatus({
     cfg: params.cfg,
-    sessionKey: params.sessionKey ?? params.ctx.SessionKey,
+    sessionKey: resolveRuntimePolicySessionKey({
+      cfg: params.cfg,
+      ctx: params.ctx,
+      sessionKey: params.sessionKey ?? params.ctx.SessionKey,
+    }),
+  });
+  const toolPolicySessionKey = resolveRuntimePolicySessionKey({
+    cfg: params.cfg,
+    ctx: params.ctx,
+    sessionKey: params.sessionKey,
   });
   const skillsSnapshot = (() => {
     try {
@@ -73,7 +83,7 @@ export async function resolveCommandsSystemPromptBundle(
         config: params.cfg,
         agentId: sessionAgentId,
         workspaceDir,
-        sessionKey: params.sessionKey,
+        sessionKey: toolPolicySessionKey,
         allowGatewaySubagentBinding: true,
         messageProvider: params.command.channel,
         groupId: targetSessionEntry?.groupId ?? undefined,
diff --git a/src/auto-reply/reply/directive-handling.fast-lane.ts b/src/auto-reply/reply/directive-handling.fast-lane.ts
index de503c3ef9b..8dc73e6d224 100644
--- a/src/auto-reply/reply/directive-handling.fast-lane.ts
+++ b/src/auto-reply/reply/directive-handling.fast-lane.ts
@@ -88,6 +88,7 @@ export async function applyInlineDirectivesFastLane(
     currentVerboseLevel,
     currentReasoningLevel,
     currentElevatedLevel,
+    ctx,
     surface: ctx.Surface,
     gatewayClientScopes: ctx.GatewayClientScopes,
     senderIsOwner: params.senderIsOwner,
diff --git a/src/auto-reply/reply/directive-handling.impl.ts b/src/auto-reply/reply/directive-handling.impl.ts
index c6f1cf175d5..df2feb014b4 100644
--- a/src/auto-reply/reply/directive-handling.impl.ts
+++ b/src/auto-reply/reply/directive-handling.impl.ts
@@ -32,6 +32,7 @@ import {
 } from "./directive-handling.shared.js";
 import type { ElevatedLevel, ReasoningLevel, ThinkLevel } from "./directives.js";
 import { refreshQueuedFollowupSession } from "./queue.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
 
 export async function handleDirectiveOnly(
   params: HandleDirectiveOnlyParams,
@@ -73,7 +74,11 @@ export async function handleDirectiveOnly(
   const agentDir = resolveAgentDir(params.cfg, activeAgentId);
   const runtimeIsSandboxed = resolveSandboxRuntimeStatus({
     cfg: params.cfg,
-    sessionKey: params.sessionKey,
+    sessionKey: resolveRuntimePolicySessionKey({
+      cfg: params.cfg,
+      ctx: params.ctx,
+      sessionKey: params.sessionKey,
+    }),
   }).sandboxed;
   const shouldHintDirectRuntime = directives.hasElevatedDirective && !runtimeIsSandboxed;
   const allowInternalExecPersistence = canPersistInternalExecDirective({
diff --git a/src/auto-reply/reply/directive-handling.params.ts b/src/auto-reply/reply/directive-handling.params.ts
index fbecb9d203b..49db786769c 100644
--- a/src/auto-reply/reply/directive-handling.params.ts
+++ b/src/auto-reply/reply/directive-handling.params.ts
@@ -31,6 +31,7 @@ export type HandleDirectiveOnlyCoreParams = {
 };
 
 export type HandleDirectiveOnlyParams = HandleDirectiveOnlyCoreParams & {
+  ctx?: MsgContext;
   messageProvider?: string;
   currentThinkLevel?: ThinkLevel;
   currentFastMode?: boolean;
diff --git a/src/auto-reply/reply/get-reply-directives-apply.ts b/src/auto-reply/reply/get-reply-directives-apply.ts
index 593adfa98f7..f7121372c6f 100644
--- a/src/auto-reply/reply/get-reply-directives-apply.ts
+++ b/src/auto-reply/reply/get-reply-directives-apply.ts
@@ -317,6 +317,7 @@ export async function applyInlineDirectiveOverrides(params: {
       currentVerboseLevel,
       currentReasoningLevel,
       currentElevatedLevel,
+      ctx,
       messageProvider: ctx.Provider,
       surface: ctx.Surface,
       gatewayClientScopes: ctx.GatewayClientScopes,
diff --git a/src/auto-reply/reply/get-reply-directives.ts b/src/auto-reply/reply/get-reply-directives.ts
index 9eb3096f7d8..1bbf2218d47 100644
--- a/src/auto-reply/reply/get-reply-directives.ts
+++ b/src/auto-reply/reply/get-reply-directives.ts
@@ -35,6 +35,7 @@ import {
 } from "./model-selection.js";
 import { formatElevatedUnavailableMessage, resolveElevatedPermissions } from "./reply-elevated.js";
 import { stripInlineStatus } from "./reply-inline.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
 import type { TypingController } from "./typing.js";
 
 type AgentDefaults = NonNullable<OpenClawConfig["agents"]>["defaults"];
@@ -386,7 +387,7 @@ export async function resolveReplyDirectives(params: {
     typing.cleanup();
     const runtimeSandboxed = resolveSandboxRuntimeStatus({
       cfg,
-      sessionKey: ctx.SessionKey,
+      sessionKey: resolveRuntimePolicySessionKey({ cfg, ctx, sessionKey: ctx.SessionKey }),
     }).sandboxed;
     return {
       kind: "reply",
diff --git a/src/auto-reply/reply/get-reply-run.ts b/src/auto-reply/reply/get-reply-run.ts
index 95e66f601b3..29a9d6910b9 100644
--- a/src/auto-reply/reply/get-reply-run.ts
+++ b/src/auto-reply/reply/get-reply-run.ts
@@ -50,6 +50,7 @@ import { resolveOriginMessageProvider } from "./origin-routing.js";
 import { buildReplyPromptBodies } from "./prompt-prelude.js";
 import { resolveActiveRunQueueAction } from "./queue-policy.js";
 import { resolveQueueSettings } from "./queue/settings-runtime.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
 import { resolveBareSessionResetPromptState } from "./session-reset-prompt.js";
 import { resolveBareResetBootstrapFileAccess } from "./session-reset-prompt.js";
 import { drainFormattedSystemEvents } from "./session-system-events.js";
@@ -233,6 +234,11 @@ export async function runPreparedReply(
     workspaceDir,
     sessionStore,
   } = params;
+  const runtimePolicySessionKey = resolveRuntimePolicySessionKey({
+    cfg,
+    ctx,
+    sessionKey,
+  });
   let {
     sessionEntry,
     resolvedThinkLevel,
@@ -689,6 +695,7 @@ export async function runPreparedReply(
       agentDir,
       sessionId: preparedSessionState.sessionId,
       sessionKey,
+      runtimePolicySessionKey,
       messageProvider: resolveOriginMessageProvider({
         originatingChannel: ctx.OriginatingChannel ?? sessionCtx.OriginatingChannel,
         // Prefer Provider over Surface for fallback channel identity.
@@ -779,6 +786,7 @@ export async function runPreparedReply(
     sessionEntry: preparedSessionState.sessionEntry,
     sessionStore,
     sessionKey,
+    runtimePolicySessionKey,
     storePath,
     defaultModel,
     agentCfgContextTokens: agentCfg?.contextTokens,
diff --git a/src/auto-reply/reply/queue/types.ts b/src/auto-reply/reply/queue/types.ts
index f064a75c1d9..27835de1ce1 100644
--- a/src/auto-reply/reply/queue/types.ts
+++ b/src/auto-reply/reply/queue/types.ts
@@ -47,6 +47,7 @@ export type FollowupRun = {
     agentDir: string;
     sessionId: string;
     sessionKey?: string;
+    runtimePolicySessionKey?: string;
     messageProvider?: string;
     agentAccountId?: string;
     groupId?: string;
diff --git a/src/auto-reply/reply/runtime-policy-session-key.test.ts b/src/auto-reply/reply/runtime-policy-session-key.test.ts
new file mode 100644
index 00000000000..b3505305a1b
--- /dev/null
+++ b/src/auto-reply/reply/runtime-policy-session-key.test.ts
@@ -0,0 +1,119 @@
+import { describe, expect, it } from "vitest";
+import { resolveSandboxRuntimeStatus } from "../../agents/sandbox/runtime-status.js";
+import type { OpenClawConfig } from "../../config/types.openclaw.js";
+import type { MsgContext } from "../templating.js";
+import { resolveRuntimePolicySessionKey } from "./runtime-policy-session-key.js";
+
+describe("resolveRuntimePolicySessionKey", () => {
+  const cfg: OpenClawConfig = {
+    agents: {
+      defaults: {
+        sandbox: { mode: "non-main", scope: "agent" },
+      },
+      list: [{ id: "main" }],
+    },
+  };
+
+  it("derives an external direct-chat policy key when the conversation uses main", () => {
+    const sessionKey = resolveRuntimePolicySessionKey({
+      cfg,
+      sessionKey: "agent:main:main",
+      ctx: {
+        SessionKey: "agent:main:main",
+        OriginatingChannel: "whatsapp" as MsgContext["OriginatingChannel"],
+        AccountId: "personal",
+        ChatType: "direct",
+        SenderId: "15555550123",
+      },
+    });
+
+    expect(sessionKey).toBe("agent:main:whatsapp:personal:direct:15555550123");
+    expect(resolveSandboxRuntimeStatus({ cfg, sessionKey }).sandboxed).toBe(true);
+  });
+
+  it("normalizes dm chat type aliases", () => {
+    expect(
+      resolveRuntimePolicySessionKey({
+        cfg,
+        sessionKey: "agent:main:main",
+        ctx: {
+          SessionKey: "agent:main:main",
+          OriginatingChannel: "slack" as MsgContext["OriginatingChannel"],
+          ChatType: "dm",
+          SenderId: "U123",
+        },
+      }),
+    ).toBe("agent:main:slack:default:direct:u123");
+  });
+
+  it("leaves local main-session runs unsandboxed in non-main mode", () => {
+    const sessionKey = resolveRuntimePolicySessionKey({
+      cfg,
+      sessionKey: "agent:main:main",
+      ctx: {
+        SessionKey: "agent:main:main",
+        Provider: "webchat",
+        ChatType: "direct",
+        SenderId: "operator",
+      },
+    });
+
+    expect(sessionKey).toBe("agent:main:main");
+    expect(resolveSandboxRuntimeStatus({ cfg, sessionKey }).sandboxed).toBe(false);
+  });
+
+  it("keeps already-isolated sessions unchanged", () => {
+    expect(
+      resolveRuntimePolicySessionKey({
+        cfg,
+        sessionKey: "agent:main:discord:channel:123:thread:456",
+        ctx: {
+          SessionKey: "agent:main:discord:channel:123:thread:456",
+          OriginatingChannel: "discord" as MsgContext["OriginatingChannel"],
+          ChatType: "channel",
+          SenderId: "u1",
+        },
+      }),
+    ).toBe("agent:main:discord:channel:123:thread:456");
+  });
+
+  it("uses native command target sessions as the policy base", () => {
+    expect(
+      resolveRuntimePolicySessionKey({
+        cfg,
+        sessionKey: "agent:main:main",
+        ctx: {
+          SessionKey: "telegram:slash:status",
+          CommandTargetSessionKey: "agent:main:main",
+          OriginatingChannel: "telegram" as MsgContext["OriginatingChannel"],
+          AccountId: "default",
+          ChatType: "direct",
+          NativeDirectUserId: "42",
+        },
+      }),
+    ).toBe("agent:main:telegram:default:direct:42");
+  });
+
+  it("applies identity links for derived direct-chat policy keys", () => {
+    expect(
+      resolveRuntimePolicySessionKey({
+        cfg: {
+          ...cfg,
+          session: {
+            identityLinks: {
+              alice: ["telegram:42"],
+            },
+          },
+        },
+        sessionKey: "agent:main:main",
+        ctx: {
+          SessionKey: "agent:main:main",
+          OriginatingChannel: "telegram" as MsgContext["OriginatingChannel"],
+          AccountId: "default",
+          ChatType: "direct",
+          SenderId: "42",
+        },
+      }),
+    ).toBe("agent:main:telegram:default:direct:alice");
+  });
+});
diff --git a/src/auto-reply/reply/runtime-policy-session-key.ts b/src/auto-reply/reply/runtime-policy-session-key.ts
new file mode 100644
index 00000000000..0bcd4c05b9b
--- /dev/null
+++ b/src/auto-reply/reply/runtime-policy-session-key.ts
@@ -0,0 +1,125 @@
+import { normalizeChatType } from "../../channels/chat-type.js";
+import type { OpenClawConfig } from "../../config/types.openclaw.js";
+import {
+  buildAgentMainSessionKey,
+  buildAgentPeerSessionKey,
+  normalizeAgentId,
+  normalizeMainKey,
+  resolveAgentIdFromSessionKey,
+} from "../../routing/session-key.js";
+import {
+  normalizeLowercaseStringOrEmpty,
+  normalizeOptionalString,
+} from "../../shared/string-coerce.js";
+import type { MsgContext } from "../templating.js";
+
+type RuntimePolicyContext = Pick<
+  MsgContext,
+  | "AccountId"
+  | "ChatType"
+  | "CommandTargetSessionKey"
+  | "From"
+  | "NativeDirectUserId"
+  | "OriginatingChannel"
+  | "OriginatingTo"
+  | "Provider"
+  | "RuntimePolicySessionKey"
+  | "SenderE164"
+  | "SenderId"
+  | "SenderUsername"
+  | "SessionKey"
+  | "Surface"
+  | "To"
+>;
+
+function resolvePolicyChannel(ctx?: RuntimePolicyContext): string | undefined {
+  const raw = normalizeOptionalString(ctx?.OriginatingChannel ?? ctx?.Provider ?? ctx?.Surface);
+  if (!raw) {
+    return undefined;
+  }
+  const channel = normalizeLowercaseStringOrEmpty(raw);
+  return channel && channel !== "webchat" ? channel : undefined;
+}
+
+function resolvePolicyDirectPeerId(ctx?: RuntimePolicyContext): string | undefined {
+  return normalizeOptionalString(
+    ctx?.NativeDirectUserId ??
+      ctx?.SenderId ??
+      ctx?.SenderE164 ??
+      ctx?.SenderUsername ??
+      ctx?.OriginatingTo ??
+      ctx?.From ??
+      ctx?.To,
+  );
+}
+
+function isMainSessionAlias(params: {
+  cfg?: OpenClawConfig;
+  agentId: string;
+  sessionKey: string;
+}): boolean {
+  const raw = normalizeLowercaseStringOrEmpty(params.sessionKey);
+  if (!raw) {
+    return false;
+  }
+  const agentId = normalizeAgentId(params.agentId);
+  const mainKey = normalizeMainKey(params.cfg?.session?.mainKey);
+  const agentMainSessionKey = buildAgentMainSessionKey({
+    agentId,
+    mainKey,
+  });
+  const agentMainAliasKey = buildAgentMainSessionKey({
+    agentId,
+    mainKey: "main",
+  });
+  return (
+    raw === "main" ||
+    raw === mainKey ||
+    raw === agentMainSessionKey ||
+    raw === agentMainAliasKey ||
+    raw === buildAgentMainSessionKey({ agentId: "main", mainKey }) ||
+    raw === buildAgentMainSessionKey({ agentId: "main", mainKey: "main" }) ||
+    (params.cfg?.session?.scope === "global" && raw === "global")
+  );
+}
+
+export function resolveRuntimePolicySessionKey(params: {
+  cfg?: OpenClawConfig;
+  ctx?: RuntimePolicyContext;
+  sessionKey?: string | null;
+}): string | undefined {
+  const explicitPolicySessionKey = normalizeOptionalString(params.ctx?.RuntimePolicySessionKey);
+  if (explicitPolicySessionKey) {
+    return explicitPolicySessionKey;
+  }
+  const sessionKey = normalizeOptionalString(
+    params.sessionKey ?? params.ctx?.CommandTargetSessionKey ?? params.ctx?.SessionKey,
+  );
+  if (!sessionKey) {
+    return undefined;
+  }
+
+  const agentId = resolveAgentIdFromSessionKey(sessionKey);
+  if (!isMainSessionAlias({ cfg: params.cfg, agentId, sessionKey })) {
+    return sessionKey;
+  }
+
+  if (normalizeChatType(params.ctx?.ChatType) !== "direct") {
+    return sessionKey;
+  }
+  const channel = resolvePolicyChannel(params.ctx);
+  const peerId = resolvePolicyDirectPeerId(params.ctx);
+  if (!channel || !peerId) {
+    return sessionKey;
+  }
+
+  return buildAgentPeerSessionKey({
+    agentId,
+    channel,
+    accountId: params.ctx?.AccountId,
+    peerKind: "direct",
+    peerId,
+    dmScope: "per-account-channel-peer",
+    identityLinks: params.cfg?.session?.identityLinks,
+  });
+}
diff --git a/src/auto-reply/templating.ts b/src/auto-reply/templating.ts
index 4fc31eaedb8..a497475041c 100644
--- a/src/auto-reply/templating.ts
+++ b/src/auto-reply/templating.ts
@@ -55,6 +55,11 @@ export type MsgContext = {
   From?: string;
   To?: string;
   SessionKey?: string;
+  /**
+   * Session-like key used for runtime policy (sandbox/tool policy) when the
+   * conversation key intentionally remains broader, such as a main-session DM.
+   */
+  RuntimePolicySessionKey?: string;
   /** Provider account id (multi-account). */
   AccountId?: string;
   ParentSessionKey?: string;