diff --git a/package.json b/package.json
index b0ac83d5..ad6d692f 100644
--- a/package.json
+++ b/package.json
@@ -23,7 +23,8 @@
     "check:tokens": "node scripts/check-forbidden-tokens.mjs",
     "docs:dev": "cd docs && npx mintlify dev",
     "smoke:openclaw-join": "./scripts/smoke/openclaw-join.sh",
-    "smoke:openclaw-docker-ui": "./scripts/smoke/openclaw-docker-ui.sh"
+    "smoke:openclaw-docker-ui": "./scripts/smoke/openclaw-docker-ui.sh",
+    "smoke:openclaw-sse-standalone": "./scripts/smoke/openclaw-sse-standalone.sh"
   },
   "devDependencies": {
     "@changesets/cli": "^2.30.0",
diff --git a/packages/adapters/openclaw/src/index.ts b/packages/adapters/openclaw/src/index.ts
index 165435e4..88968ee1 100644
--- a/packages/adapters/openclaw/src/index.ts
+++ b/packages/adapters/openclaw/src/index.ts
@@ -16,8 +16,8 @@ Don't use when:
 - The OpenClaw endpoint is not reachable from the Paperclip server.
 
 Core fields:
-- url (string, required): OpenClaw endpoint URL
-- streamTransport (string, optional): \`sse\` (default) or \`webhook\`
+- url (string, required): OpenClaw SSE endpoint URL
+- streamTransport (string, optional): must be \`sse\` when provided
 - method (string, optional): HTTP method, default POST
 - headers (object, optional): extra HTTP headers for requests
 - webhookAuthHeader (string, optional): Authorization header value if your endpoint requires auth
@@ -28,5 +28,5 @@ Session routing fields:
 - sessionKey (string, optional): fixed session key value when strategy is \`fixed\` (default \`paperclip\`)
 
 Operational fields:
-- timeoutSec (number, optional): request timeout in seconds (default 30)
+- timeoutSec (number, optional): SSE request timeout in seconds (default 0 = no adapter timeout)
 `;
diff --git a/packages/adapters/openclaw/src/server/execute.ts b/packages/adapters/openclaw/src/server/execute.ts
index 677cf231..95949964 100644
--- a/packages/adapters/openclaw/src/server/execute.ts
+++ b/packages/adapters/openclaw/src/server/execute.ts
@@ -1,19 +1,13 @@
 import type { AdapterExecutionContext, AdapterExecutionResult } from "@paperclipai/adapter-utils";
-import { asNumber, asString, parseObject } from "@paperclipai/adapter-utils/server-utils";
+import { asNumber, asString, buildPaperclipEnv, parseObject } from "@paperclipai/adapter-utils/server-utils";
 import { parseOpenClawResponse } from "./parse.js";
 
-type OpenClawTransport = "sse" | "webhook";
 type SessionKeyStrategy = "fixed" | "issue" | "run";
 
 function nonEmpty(value: unknown): string | null {
   return typeof value === "string" && value.trim().length > 0 ? value.trim() : null;
 }
 
-function normalizeTransport(value: unknown): OpenClawTransport {
-  const normalized = asString(value, "sse").trim().toLowerCase();
-  return normalized === "webhook" ? "webhook" : "sse";
-}
-
 function normalizeSessionKeyStrategy(value: unknown): SessionKeyStrategy {
   const normalized = asString(value, "fixed").trim().toLowerCase();
   if (normalized === "issue" || normalized === "run") return normalized;
@@ -32,7 +26,7 @@ function resolveSessionKey(input: {
   return fallback;
 }
 
-function shouldUseWakeTextPayload(url: string): boolean {
+function isWakeCompatibilityEndpoint(url: string): boolean {
   try {
     const parsed = new URL(url);
     const path = parsed.pathname.toLowerCase();
@@ -42,7 +36,28 @@ function shouldUseWakeTextPayload(url: string): boolean {
   }
 }
 
-function buildWakeText(payload: {
+function isOpenResponsesEndpoint(url: string): boolean {
+  try {
+    const parsed = new URL(url);
+    const path = parsed.pathname.toLowerCase();
+    return path === "/v1/responses" || path.endsWith("/v1/responses");
+  } catch {
+    return false;
+  }
+}
+
+function toStringRecord(value: unknown): Record<string, string> {
+  const parsed = parseObject(value);
+  const out: Record<string, string> = {};
+  for (const [key, entry] of Object.entries(parsed)) {
+    if (typeof entry === "string") {
+      out[key] = entry;
+    }
+  }
+  return out;
+}
+
+type WakePayload = {
   runId: string;
   agentId: string;
   companyId: string;
@@ -53,22 +68,43 @@ function buildWakeText(payload: {
   approvalId: string | null;
   approvalStatus: string | null;
   issueIds: string[];
-}): string {
-  const lines = [
-    "Paperclip wake event.",
-    "",
-    `runId: ${payload.runId}`,
-    `agentId: ${payload.agentId}`,
-    `companyId: ${payload.companyId}`,
+};
+
+function buildWakeText(payload: WakePayload, paperclipEnv: Record<string, string>): string {
+  const orderedKeys = [
+    "PAPERCLIP_RUN_ID",
+    "PAPERCLIP_AGENT_ID",
+    "PAPERCLIP_COMPANY_ID",
+    "PAPERCLIP_API_URL",
+    "PAPERCLIP_TASK_ID",
+    "PAPERCLIP_WAKE_REASON",
+    "PAPERCLIP_WAKE_COMMENT_ID",
+    "PAPERCLIP_APPROVAL_ID",
+    "PAPERCLIP_APPROVAL_STATUS",
+    "PAPERCLIP_LINKED_ISSUE_IDS",
   ];
 
-  if (payload.taskId) lines.push(`taskId: ${payload.taskId}`);
-  if (payload.issueId) lines.push(`issueId: ${payload.issueId}`);
-  if (payload.wakeReason) lines.push(`wakeReason: ${payload.wakeReason}`);
-  if (payload.wakeCommentId) lines.push(`wakeCommentId: ${payload.wakeCommentId}`);
-  if (payload.approvalId) lines.push(`approvalId: ${payload.approvalId}`);
-  if (payload.approvalStatus) lines.push(`approvalStatus: ${payload.approvalStatus}`);
-  if (payload.issueIds.length > 0) lines.push(`issueIds: ${payload.issueIds.join(",")}`);
+  const envLines: string[] = [];
+  for (const key of orderedKeys) {
+    const value = paperclipEnv[key];
+    if (!value) continue;
+    envLines.push(`${key}=${value}`);
+  }
+
+  const lines = [
+    "Paperclip wake event for a cloud adapter.",
+    "",
+    "Set these values in your run context:",
+    ...envLines,
+    "",
+    `task_id=${payload.taskId ?? ""}`,
+    `issue_id=${payload.issueId ?? ""}`,
+    `wake_reason=${payload.wakeReason ?? ""}`,
+    `wake_comment_id=${payload.wakeCommentId ?? ""}`,
+    `approval_id=${payload.approvalId ?? ""}`,
+    `approval_status=${payload.approvalStatus ?? ""}`,
+    `linked_issue_ids=${payload.issueIds.join(",")}`,
+  ];
 
   lines.push("", "Run your Paperclip heartbeat procedure now.");
   return lines.join("\n");
@@ -83,13 +119,6 @@ function isTextRequiredResponse(responseText: string): boolean {
   return responseText.toLowerCase().includes("text required");
 }
 
-function isWebhookAcceptedResponse(parsed: Record<string, unknown> | null): boolean {
-  if (!parsed) return false;
-  if (parsed.ok === true) return true;
-  const status = nonEmpty(parsed.status)?.toLowerCase();
-  return status === "ok" || status === "accepted";
-}
-
 async function sendJsonRequest(params: {
   url: string;
   method: string;
@@ -121,26 +150,6 @@ async function readAndLogResponseText(params: {
   return responseText;
 }
 
-async function sendWebhookRequest(params: {
-  url: string;
-  method: string;
-  headers: Record<string, string>;
-  payload: Record<string, unknown>;
-  onLog: AdapterExecutionContext["onLog"];
-  signal: AbortSignal;
-}): Promise<{ response: Response; responseText: string }> {
-  const response = await sendJsonRequest({
-    url: params.url,
-    method: params.method,
-    headers: params.headers,
-    payload: params.payload,
-    signal: params.signal,
-  });
-
-  const responseText = await readAndLogResponseText({ response, onLog: params.onLog });
-  return { response, responseText };
-}
-
 type ConsumedSse = {
   eventCount: number;
   lastEventType: string | null;
@@ -387,9 +396,30 @@ export async function execute(ctx: AdapterExecutionContext): Promise<AdapterExec
     };
   }
 
-  const transport = normalizeTransport(config.streamTransport);
+  if (isWakeCompatibilityEndpoint(url)) {
+    return {
+      exitCode: 1,
+      signal: null,
+      timedOut: false,
+      errorMessage: "OpenClaw /hooks/wake is not stream-capable. Use a streaming endpoint.",
+      errorCode: "openclaw_sse_incompatible_endpoint",
+    };
+  }
+
+  const streamTransport = asString(config.streamTransport, "sse").trim().toLowerCase();
+  if (streamTransport && streamTransport !== "sse") {
+    return {
+      exitCode: 1,
+      signal: null,
+      timedOut: false,
+      errorMessage: "OpenClaw adapter only supports streamTransport=sse.",
+      errorCode: "openclaw_stream_transport_unsupported",
+    };
+  }
+
   const method = asString(config.method, "POST").trim().toUpperCase() || "POST";
-  const timeoutSec = Math.max(1, asNumber(config.timeoutSec, 30));
+  const timeoutSecRaw = asNumber(config.timeoutSec, 0);
+  const timeoutSec = timeoutSecRaw > 0 ? Math.max(1, Math.floor(timeoutSecRaw)) : 0;
   const headersConfig = parseObject(config.headers) as Record<string, unknown>;
   const payloadTemplate = parseObject(config.payloadTemplate);
   const webhookAuthHeader = nonEmpty(config.webhookAuthHeader);
@@ -431,252 +461,137 @@ export async function execute(ctx: AdapterExecutionContext): Promise<AdapterExec
     issueId: wakePayload.issueId ?? wakePayload.taskId,
   });
 
-  const paperclipBody = {
-    ...payloadTemplate,
-    stream: transport === "sse",
-    sessionKey,
-    paperclip: {
-      ...wakePayload,
-      sessionKey,
-      streamTransport: transport,
-      context,
-    },
+  const templateText = nonEmpty(payloadTemplate.text);
+  const paperclipEnv: Record<string, string> = {
+    ...buildPaperclipEnv(agent),
+    PAPERCLIP_RUN_ID: runId,
   };
+  if (wakePayload.taskId) paperclipEnv.PAPERCLIP_TASK_ID = wakePayload.taskId;
+  if (wakePayload.wakeReason) paperclipEnv.PAPERCLIP_WAKE_REASON = wakePayload.wakeReason;
+  if (wakePayload.wakeCommentId) paperclipEnv.PAPERCLIP_WAKE_COMMENT_ID = wakePayload.wakeCommentId;
+  if (wakePayload.approvalId) paperclipEnv.PAPERCLIP_APPROVAL_ID = wakePayload.approvalId;
+  if (wakePayload.approvalStatus) paperclipEnv.PAPERCLIP_APPROVAL_STATUS = wakePayload.approvalStatus;
+  if (wakePayload.issueIds.length > 0) {
+    paperclipEnv.PAPERCLIP_LINKED_ISSUE_IDS = wakePayload.issueIds.join(",");
+  }
 
-  const wakeTextBody = {
-    text: buildWakeText(wakePayload),
-    mode: "now",
-    sessionKey,
-    paperclip: {
-      ...wakePayload,
+  const wakeText = buildWakeText(wakePayload, paperclipEnv);
+  const payloadText = templateText ? `${templateText}\n\n${wakeText}` : wakeText;
+  const isOpenResponses = isOpenResponsesEndpoint(url);
+
+  const paperclipBody: Record<string, unknown> = isOpenResponses
+    ? {
+      ...payloadTemplate,
+      stream: true,
+      model:
+          nonEmpty(payloadTemplate.model) ??
+          nonEmpty(config.model) ??
+          "openclaw",
+      input: Object.prototype.hasOwnProperty.call(payloadTemplate, "input")
+        ? payloadTemplate.input
+        : payloadText,
+      metadata: {
+        ...toStringRecord(payloadTemplate.metadata),
+        ...paperclipEnv,
+        paperclip_session_key: sessionKey,
+      },
+    }
+    : {
+      ...payloadTemplate,
+      stream: true,
       sessionKey,
-      streamTransport: transport,
-      context,
-    },
-  };
+      text: payloadText,
+      paperclip: {
+        ...wakePayload,
+        sessionKey,
+        streamTransport: "sse",
+        env: paperclipEnv,
+        context,
+      },
+    };
+
+  if (isOpenResponses) {
+    delete paperclipBody.text;
+    delete paperclipBody.sessionKey;
+    delete paperclipBody.paperclip;
+    if (!headers["x-openclaw-session-key"] && !headers["X-OpenClaw-Session-Key"]) {
+      headers["x-openclaw-session-key"] = sessionKey;
+    }
+  }
 
   if (onMeta) {
     await onMeta({
       adapterType: "openclaw",
-      command: transport === "sse" ? "sse" : "webhook",
+      command: "sse",
       commandArgs: [method, url],
       context,
     });
   }
 
-  await onLog("stdout", `[openclaw] invoking ${method} ${url} (transport=${transport})\n`);
+  await onLog("stdout", `[openclaw] invoking ${method} ${url} (transport=sse)\n`);
 
   const controller = new AbortController();
-  const timeout = setTimeout(() => controller.abort(), timeoutSec * 1000);
+  const timeout = timeoutSec > 0 ? setTimeout(() => controller.abort(), timeoutSec * 1000) : null;
 
   try {
-    const preferWakeTextPayload = shouldUseWakeTextPayload(url);
-
-    if (transport === "sse") {
-      if (preferWakeTextPayload) {
-        await onLog(
-          "stdout",
-          "[openclaw] /hooks/wake compatibility endpoint does not stream SSE; falling back to wake text payload\n",
-        );
-        const retry = await sendWebhookRequest({
-          url,
-          method,
-          headers,
-          payload: wakeTextBody,
-          onLog,
-          signal: controller.signal,
-        });
-
-        if (retry.response.ok) {
-          return {
-            exitCode: 0,
-            signal: null,
-            timedOut: false,
-            provider: "openclaw",
-            model: null,
-            summary: `OpenClaw webhook ${method} ${url} (wake compatibility fallback)`,
-            resultJson: {
-              status: retry.response.status,
-              statusText: retry.response.statusText,
-              compatibilityMode: "wake_text",
-              transportFallback: "webhook",
-              response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-            },
-          };
-        }
-        return {
-          exitCode: 1,
-          signal: null,
-          timedOut: false,
-          errorMessage: `OpenClaw webhook failed with status ${retry.response.status}`,
-          errorCode: "openclaw_http_error",
-          resultJson: {
-            status: retry.response.status,
-            statusText: retry.response.statusText,
-            compatibilityMode: "wake_text",
-            transportFallback: "webhook",
-            response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-          },
-        };
-      }
-
-      const sseHeaders = {
+    const response = await sendJsonRequest({
+      url,
+      method,
+      headers: {
         ...headers,
         accept: "text/event-stream",
-      };
-
-      const response = await sendJsonRequest({
-        url,
-        method,
-        headers: sseHeaders,
-        payload: paperclipBody,
-        signal: controller.signal,
-      });
-
-      if (!response.ok) {
-        const responseText = await readAndLogResponseText({ response, onLog });
-        if (isTextRequiredResponse(responseText)) {
-          await onLog(
-            "stdout",
-            "[openclaw] SSE endpoint reported text-required; falling back to wake compatibility payload\n",
-          );
-          const retry = await sendWebhookRequest({
-            url,
-            method,
-            headers,
-            payload: wakeTextBody,
-            onLog,
-            signal: controller.signal,
-          });
-          if (retry.response.ok) {
-            return {
-              exitCode: 0,
-              signal: null,
-              timedOut: false,
-              provider: "openclaw",
-              model: null,
-              summary: `OpenClaw webhook ${method} ${url} (wake compatibility fallback)`,
-              resultJson: {
-                status: retry.response.status,
-                statusText: retry.response.statusText,
-                compatibilityMode: "wake_text",
-                transportFallback: "webhook",
-                response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-              },
-            };
-          }
-        }
-        return {
-          exitCode: 1,
-          signal: null,
-          timedOut: false,
-          errorMessage: `OpenClaw SSE request failed with status ${response.status}`,
-          errorCode: "openclaw_http_error",
-          resultJson: {
-            status: response.status,
-            statusText: response.statusText,
-            response: parseOpenClawResponse(responseText) ?? responseText,
-          },
-        };
-      }
-
-      const contentType = (response.headers.get("content-type") ?? "").toLowerCase();
-      if (!contentType.includes("text/event-stream")) {
-        const responseText = await readAndLogResponseText({ response, onLog });
-        const parsedResponse = parseOpenClawResponse(responseText);
-        if (isTextRequiredResponse(responseText)) {
-          await onLog(
-            "stdout",
-            "[openclaw] non-SSE response indicated text-required; falling back to wake compatibility payload\n",
-          );
-          const retry = await sendWebhookRequest({
-            url,
-            method,
-            headers,
-            payload: wakeTextBody,
-            onLog,
-            signal: controller.signal,
-          });
-          if (retry.response.ok) {
-            return {
-              exitCode: 0,
-              signal: null,
-              timedOut: false,
-              provider: "openclaw",
-              model: null,
-              summary: `OpenClaw webhook ${method} ${url} (wake compatibility fallback)`,
-              resultJson: {
-                status: retry.response.status,
-                statusText: retry.response.statusText,
-                compatibilityMode: "wake_text",
-                transportFallback: "webhook",
-                response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-              },
-            };
-          }
-        }
-        if (isWebhookAcceptedResponse(parsedResponse)) {
-          await onLog(
-            "stdout",
-            "[openclaw] non-SSE response acknowledged run; treating as webhook compatibility success\n",
-          );
-          return {
-            exitCode: 0,
-            signal: null,
-            timedOut: false,
-            provider: "openclaw",
-            model: null,
-            summary: `OpenClaw webhook ${method} ${url} (non-stream compatibility)`,
-            resultJson: {
-              status: response.status,
-              statusText: response.statusText,
-              contentType,
-              compatibilityMode: "json_ack",
-              transportFallback: "webhook",
-              response: parsedResponse ?? responseText,
-            },
-          };
-        }
-        return {
-          exitCode: 1,
-          signal: null,
-          timedOut: false,
-          errorMessage: "OpenClaw SSE endpoint did not return text/event-stream",
-          errorCode: "openclaw_sse_expected_event_stream",
-          resultJson: {
-            status: response.status,
-            statusText: response.statusText,
-            contentType,
-            response: parsedResponse ?? responseText,
-          },
-        };
-      }
-
-      const consumed = await consumeSseResponse({ response, onLog });
-      if (consumed.failed) {
-        return {
-          exitCode: 1,
-          signal: null,
-          timedOut: false,
-          errorMessage: consumed.errorMessage ?? "OpenClaw SSE stream failed",
-          errorCode: "openclaw_sse_stream_failed",
-          resultJson: {
-            eventCount: consumed.eventCount,
-            terminal: consumed.terminal,
-            lastEventType: consumed.lastEventType,
-            lastData: consumed.lastData,
-            response: consumed.lastPayload ?? consumed.lastData,
-          },
-        };
-      }
+      },
+      payload: paperclipBody,
+      signal: controller.signal,
+    });
 
+    if (!response.ok) {
+      const responseText = await readAndLogResponseText({ response, onLog });
       return {
-        exitCode: 0,
+        exitCode: 1,
         signal: null,
         timedOut: false,
-        provider: "openclaw",
-        model: null,
-        summary: `OpenClaw SSE ${method} ${url}`,
+        errorMessage:
+          isTextRequiredResponse(responseText)
+            ? "OpenClaw endpoint rejected the payload as text-required."
+            : `OpenClaw SSE request failed with status ${response.status}`,
+        errorCode: isTextRequiredResponse(responseText)
+          ? "openclaw_text_required"
+          : "openclaw_http_error",
+        resultJson: {
+          status: response.status,
+          statusText: response.statusText,
+          response: parseOpenClawResponse(responseText) ?? responseText,
+        },
+      };
+    }
+
+    const contentType = (response.headers.get("content-type") ?? "").toLowerCase();
+    if (!contentType.includes("text/event-stream")) {
+      const responseText = await readAndLogResponseText({ response, onLog });
+      return {
+        exitCode: 1,
+        signal: null,
+        timedOut: false,
+        errorMessage: "OpenClaw SSE endpoint did not return text/event-stream",
+        errorCode: "openclaw_sse_expected_event_stream",
+        resultJson: {
+          status: response.status,
+          statusText: response.statusText,
+          contentType,
+          response: parseOpenClawResponse(responseText) ?? responseText,
+        },
+      };
+    }
+
+    const consumed = await consumeSseResponse({ response, onLog });
+    if (consumed.failed) {
+      return {
+        exitCode: 1,
+        signal: null,
+        timedOut: false,
+        errorMessage: consumed.errorMessage ?? "OpenClaw SSE stream failed",
+        errorCode: "openclaw_sse_stream_failed",
         resultJson: {
           eventCount: consumed.eventCount,
           terminal: consumed.terminal,
@@ -687,81 +602,19 @@ export async function execute(ctx: AdapterExecutionContext): Promise<AdapterExec
       };
     }
 
-    if (preferWakeTextPayload) {
-      await onLog("stdout", "[openclaw] using wake text payload for /hooks/wake compatibility\n");
-    }
-
-    const initialPayload = preferWakeTextPayload ? wakeTextBody : paperclipBody;
-
-    const { response, responseText } = await sendWebhookRequest({
-      url,
-      method,
-      headers,
-      payload: initialPayload,
-      onLog,
-      signal: controller.signal,
-    });
-
-    if (!response.ok) {
-      const canRetryWithWakeText = !preferWakeTextPayload && isTextRequiredResponse(responseText);
-
-      if (canRetryWithWakeText) {
-        await onLog(
-          "stdout",
-          "[openclaw] endpoint requires text payload; retrying with wake compatibility format\n",
-        );
-
-        const retry = await sendWebhookRequest({
-          url,
-          method,
-          headers,
-          payload: wakeTextBody,
-          onLog,
-          signal: controller.signal,
-        });
-
-        if (retry.response.ok) {
-          return {
-            exitCode: 0,
-            signal: null,
-            timedOut: false,
-            provider: "openclaw",
-            model: null,
-            summary: `OpenClaw webhook ${method} ${url} (wake compatibility)`,
-            resultJson: {
-              status: retry.response.status,
-              statusText: retry.response.statusText,
-              compatibilityMode: "wake_text",
-              response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-            },
-          };
-        }
-
-        return {
-          exitCode: 1,
-          signal: null,
-          timedOut: false,
-          errorMessage: `OpenClaw webhook failed with status ${retry.response.status}`,
-          errorCode: "openclaw_http_error",
-          resultJson: {
-            status: retry.response.status,
-            statusText: retry.response.statusText,
-            compatibilityMode: "wake_text",
-            response: parseOpenClawResponse(retry.responseText) ?? retry.responseText,
-          },
-        };
-      }
-
+    if (!consumed.terminal) {
       return {
         exitCode: 1,
         signal: null,
         timedOut: false,
-        errorMessage: `OpenClaw webhook failed with status ${response.status}`,
-        errorCode: "openclaw_http_error",
+        errorMessage: "OpenClaw SSE stream closed without a terminal event",
+        errorCode: "openclaw_sse_stream_incomplete",
         resultJson: {
-          status: response.status,
-          statusText: response.statusText,
-          response: parseOpenClawResponse(responseText) ?? responseText,
+          eventCount: consumed.eventCount,
+          terminal: consumed.terminal,
+          lastEventType: consumed.lastEventType,
+          lastData: consumed.lastData,
+          response: consumed.lastPayload ?? consumed.lastData,
         },
       };
     }
@@ -772,22 +625,28 @@ export async function execute(ctx: AdapterExecutionContext): Promise<AdapterExec
       timedOut: false,
       provider: "openclaw",
       model: null,
-      summary: `OpenClaw webhook ${method} ${url}`,
+      summary: `OpenClaw SSE ${method} ${url}`,
       resultJson: {
-        status: response.status,
-        statusText: response.statusText,
-        response: parseOpenClawResponse(responseText) ?? responseText,
+        eventCount: consumed.eventCount,
+        terminal: consumed.terminal,
+        lastEventType: consumed.lastEventType,
+        lastData: consumed.lastData,
+        response: consumed.lastPayload ?? consumed.lastData,
       },
     };
   } catch (err) {
     if (err instanceof Error && err.name === "AbortError") {
-      await onLog("stderr", `[openclaw] request timed out after ${timeoutSec}s\n`);
+      const timeoutMessage =
+        timeoutSec > 0
+          ? `[openclaw] SSE request timed out after ${timeoutSec}s\n`
+          : "[openclaw] SSE request aborted\n";
+      await onLog("stderr", timeoutMessage);
       return {
         exitCode: null,
         signal: null,
         timedOut: true,
-        errorMessage: `Timed out after ${timeoutSec}s`,
-        errorCode: "timeout",
+        errorMessage: timeoutSec > 0 ? `Timed out after ${timeoutSec}s` : "Request aborted",
+        errorCode: "openclaw_sse_timeout",
       };
     }
 
@@ -801,6 +660,6 @@ export async function execute(ctx: AdapterExecutionContext): Promise<AdapterExec
       errorCode: "openclaw_request_failed",
     };
   } finally {
-    clearTimeout(timeout);
+    if (timeout) clearTimeout(timeout);
   }
 }
diff --git a/packages/adapters/openclaw/src/server/test.ts b/packages/adapters/openclaw/src/server/test.ts
index a6093dab..83c02f3f 100644
--- a/packages/adapters/openclaw/src/server/test.ts
+++ b/packages/adapters/openclaw/src/server/test.ts
@@ -107,8 +107,8 @@ export async function testEnvironment(
     checks.push({
       code: "openclaw_url_missing",
       level: "error",
-      message: "OpenClaw adapter requires a webhook URL.",
-      hint: "Set adapterConfig.url to your OpenClaw webhook endpoint.",
+      message: "OpenClaw adapter requires a streaming endpoint URL.",
+      hint: "Set adapterConfig.url to your OpenClaw SSE endpoint.",
     });
     return {
       adapterType: ctx.adapterType,
@@ -156,14 +156,24 @@ export async function testEnvironment(
 
     if (isWakePath(url.pathname)) {
       checks.push({
-        code: "openclaw_wake_endpoint_compat_mode",
-        level: "info",
-        message: "Endpoint targets /hooks/wake; adapter will use OpenClaw wake compatibility payload (text/mode).",
-        hint: "For structured Paperclip JSON payloads, use a mapped webhook endpoint such as /hooks/paperclip.",
+        code: "openclaw_wake_endpoint_incompatible",
+        level: "error",
+        message: "Endpoint targets /hooks/wake, which is not stream-capable for strict SSE mode.",
+        hint: "Use an endpoint that returns text/event-stream for the full run duration.",
       });
     }
   }
 
+  const streamTransport = asString(config.streamTransport, "sse").trim().toLowerCase();
+  if (streamTransport && streamTransport !== "sse") {
+    checks.push({
+      code: "openclaw_stream_transport_unsupported",
+      level: "error",
+      message: `Unsupported streamTransport: ${streamTransport}`,
+      hint: "OpenClaw adapter now requires streamTransport=sse.",
+    });
+  }
+
   pushDeploymentDiagnostics(checks, ctx, url);
 
   const method = asString(config.method, "POST").trim().toUpperCase() || "POST";
@@ -183,7 +193,7 @@ export async function testEnvironment(
           code: "openclaw_endpoint_probe_unexpected_status",
           level: "warn",
           message: `Endpoint probe returned HTTP ${response.status}.`,
-          hint: "Verify OpenClaw webhook reachability and auth/network settings.",
+          hint: "Verify OpenClaw endpoint reachability and auth/network settings.",
         });
       } else {
         checks.push({
diff --git a/packages/adapters/openclaw/src/ui/build-config.ts b/packages/adapters/openclaw/src/ui/build-config.ts
index 6e71a379..f1386780 100644
--- a/packages/adapters/openclaw/src/ui/build-config.ts
+++ b/packages/adapters/openclaw/src/ui/build-config.ts
@@ -4,7 +4,7 @@ export function buildOpenClawConfig(v: CreateConfigValues): Record<string, unkno
   const ac: Record<string, unknown> = {};
   if (v.url) ac.url = v.url;
   ac.method = "POST";
-  ac.timeoutSec = 30;
+  ac.timeoutSec = 0;
   ac.streamTransport = "sse";
   ac.sessionKeyStrategy = "fixed";
   ac.sessionKey = "paperclip";
diff --git a/scripts/smoke/openclaw-sse-standalone.sh b/scripts/smoke/openclaw-sse-standalone.sh
new file mode 100755
index 00000000..65b42ae7
--- /dev/null
+++ b/scripts/smoke/openclaw-sse-standalone.sh
@@ -0,0 +1,146 @@
+#!/usr/bin/env bash
+set -euo pipefail
+
+log() {
+  echo "[openclaw-sse-standalone] $*"
+}
+
+fail() {
+  echo "[openclaw-sse-standalone] ERROR: $*" >&2
+  exit 1
+}
+
+require_cmd() {
+  local cmd="$1"
+  command -v "$cmd" >/dev/null 2>&1 || fail "missing required command: $cmd"
+}
+
+require_cmd curl
+require_cmd jq
+require_cmd grep
+
+OPENCLAW_URL="${OPENCLAW_URL:-}"
+OPENCLAW_METHOD="${OPENCLAW_METHOD:-POST}"
+OPENCLAW_AUTH_HEADER="${OPENCLAW_AUTH_HEADER:-}"
+OPENCLAW_TIMEOUT_SEC="${OPENCLAW_TIMEOUT_SEC:-180}"
+OPENCLAW_MODEL="${OPENCLAW_MODEL:-openclaw}"
+OPENCLAW_USER="${OPENCLAW_USER:-paperclip-smoke}"
+
+PAPERCLIP_RUN_ID="${PAPERCLIP_RUN_ID:-smoke-run-$(date +%s)}"
+PAPERCLIP_AGENT_ID="${PAPERCLIP_AGENT_ID:-openclaw-smoke-agent}"
+PAPERCLIP_COMPANY_ID="${PAPERCLIP_COMPANY_ID:-openclaw-smoke-company}"
+PAPERCLIP_API_URL="${PAPERCLIP_API_URL:-http://localhost:3100}"
+PAPERCLIP_TASK_ID="${PAPERCLIP_TASK_ID:-openclaw-smoke-task}"
+PAPERCLIP_WAKE_REASON="${PAPERCLIP_WAKE_REASON:-openclaw_smoke_test}"
+PAPERCLIP_WAKE_COMMENT_ID="${PAPERCLIP_WAKE_COMMENT_ID:-}"
+PAPERCLIP_APPROVAL_ID="${PAPERCLIP_APPROVAL_ID:-}"
+PAPERCLIP_APPROVAL_STATUS="${PAPERCLIP_APPROVAL_STATUS:-}"
+PAPERCLIP_LINKED_ISSUE_IDS="${PAPERCLIP_LINKED_ISSUE_IDS:-}"
+OPENCLAW_TEXT_PREFIX="${OPENCLAW_TEXT_PREFIX:-Standalone OpenClaw SSE smoke test.}"
+
+[[ -n "$OPENCLAW_URL" ]] || fail "OPENCLAW_URL is required"
+
+read -r -d '' TEXT_BODY <<EOF || true
+${OPENCLAW_TEXT_PREFIX}
+
+PAPERCLIP_RUN_ID=${PAPERCLIP_RUN_ID}
+PAPERCLIP_AGENT_ID=${PAPERCLIP_AGENT_ID}
+PAPERCLIP_COMPANY_ID=${PAPERCLIP_COMPANY_ID}
+PAPERCLIP_API_URL=${PAPERCLIP_API_URL}
+PAPERCLIP_TASK_ID=${PAPERCLIP_TASK_ID}
+PAPERCLIP_WAKE_REASON=${PAPERCLIP_WAKE_REASON}
+PAPERCLIP_WAKE_COMMENT_ID=${PAPERCLIP_WAKE_COMMENT_ID}
+PAPERCLIP_APPROVAL_ID=${PAPERCLIP_APPROVAL_ID}
+PAPERCLIP_APPROVAL_STATUS=${PAPERCLIP_APPROVAL_STATUS}
+PAPERCLIP_LINKED_ISSUE_IDS=${PAPERCLIP_LINKED_ISSUE_IDS}
+
+Run your Paperclip heartbeat procedure now.
+EOF
+
+PAYLOAD="$(jq -nc \
+  --arg text "$TEXT_BODY" \
+  --arg model "$OPENCLAW_MODEL" \
+  --arg user "$OPENCLAW_USER" \
+  --arg runId "$PAPERCLIP_RUN_ID" \
+  --arg agentId "$PAPERCLIP_AGENT_ID" \
+  --arg companyId "$PAPERCLIP_COMPANY_ID" \
+  --arg apiUrl "$PAPERCLIP_API_URL" \
+  --arg taskId "$PAPERCLIP_TASK_ID" \
+  --arg wakeReason "$PAPERCLIP_WAKE_REASON" \
+  --arg wakeCommentId "$PAPERCLIP_WAKE_COMMENT_ID" \
+  --arg approvalId "$PAPERCLIP_APPROVAL_ID" \
+  --arg approvalStatus "$PAPERCLIP_APPROVAL_STATUS" \
+  --arg linkedIssueIds "$PAPERCLIP_LINKED_ISSUE_IDS" \
+  '{
+    model: $model,
+    user: $user,
+    input: $text,
+    stream: true,
+    metadata: {
+      PAPERCLIP_RUN_ID: $runId,
+      PAPERCLIP_AGENT_ID: $agentId,
+      PAPERCLIP_COMPANY_ID: $companyId,
+      PAPERCLIP_API_URL: $apiUrl,
+      PAPERCLIP_TASK_ID: $taskId,
+      PAPERCLIP_WAKE_REASON: $wakeReason,
+      PAPERCLIP_WAKE_COMMENT_ID: $wakeCommentId,
+      PAPERCLIP_APPROVAL_ID: $approvalId,
+      PAPERCLIP_APPROVAL_STATUS: $approvalStatus,
+      PAPERCLIP_LINKED_ISSUE_IDS: $linkedIssueIds,
+      paperclip_session_key: ("paperclip:run:" + $runId)
+    }
+  }')"
+
+headers_file="$(mktemp)"
+body_file="$(mktemp)"
+cleanup() {
+  rm -f "$headers_file" "$body_file"
+}
+trap cleanup EXIT
+
+args=(
+  -sS
+  -N
+  --max-time "$OPENCLAW_TIMEOUT_SEC"
+  -X "$OPENCLAW_METHOD"
+  -H "content-type: application/json"
+  -H "accept: text/event-stream"
+  -H "x-openclaw-session-key: paperclip:run:${PAPERCLIP_RUN_ID}"
+  -D "$headers_file"
+  -o "$body_file"
+  --data "$PAYLOAD"
+  "$OPENCLAW_URL"
+)
+
+if [[ -n "$OPENCLAW_AUTH_HEADER" ]]; then
+  args=(-H "Authorization: $OPENCLAW_AUTH_HEADER" "${args[@]}")
+fi
+
+log "posting SSE wake payload to ${OPENCLAW_URL}"
+http_code="$(curl "${args[@]}" -w "%{http_code}")"
+log "http status: ${http_code}"
+
+if [[ ! "$http_code" =~ ^2 ]]; then
+  tail -n 80 "$body_file" >&2 || true
+  fail "non-success HTTP status: ${http_code}"
+fi
+
+if ! grep -Eqi '^content-type:.*text/event-stream' "$headers_file"; then
+  tail -n 40 "$body_file" >&2 || true
+  fail "response content-type was not text/event-stream"
+fi
+
+if grep -Eqi 'event:\s*(error|failed|cancel)|"status":"(failed|cancelled|error)"|"type":"[^"]*(failed|cancelled|error)"' "$body_file"; then
+  tail -n 120 "$body_file" >&2 || true
+  fail "stream reported a failure event"
+fi
+
+if ! grep -Eqi 'event:\s*(done|completed|response\.completed)|\[DONE\]|"status":"(completed|succeeded|done)"|"type":"response\.completed"' "$body_file"; then
+  tail -n 120 "$body_file" >&2 || true
+  fail "stream ended without a terminal completion marker"
+fi
+
+event_count="$(grep -Ec '^event:' "$body_file" || true)"
+log "stream completed successfully (events=${event_count})"
+echo
+tail -n 40 "$body_file"
diff --git a/server/src/__tests__/issues-checkout-wakeup.test.ts b/server/src/__tests__/issues-checkout-wakeup.test.ts
new file mode 100644
index 00000000..12b23870
--- /dev/null
+++ b/server/src/__tests__/issues-checkout-wakeup.test.ts
@@ -0,0 +1,48 @@
+import { describe, expect, it } from "vitest";
+import { shouldWakeAssigneeOnCheckout } from "../routes/issues-checkout-wakeup.js";
+
+describe("shouldWakeAssigneeOnCheckout", () => {
+  it("keeps wakeup behavior for board actors", () => {
+    expect(
+      shouldWakeAssigneeOnCheckout({
+        actorType: "board",
+        actorAgentId: null,
+        checkoutAgentId: "agent-1",
+        checkoutRunId: null,
+      }),
+    ).toBe(true);
+  });
+
+  it("skips wakeup for agent self-checkout in an active run", () => {
+    expect(
+      shouldWakeAssigneeOnCheckout({
+        actorType: "agent",
+        actorAgentId: "agent-1",
+        checkoutAgentId: "agent-1",
+        checkoutRunId: "run-1",
+      }),
+    ).toBe(false);
+  });
+
+  it("still wakes when checkout run id is missing", () => {
+    expect(
+      shouldWakeAssigneeOnCheckout({
+        actorType: "agent",
+        actorAgentId: "agent-1",
+        checkoutAgentId: "agent-1",
+        checkoutRunId: null,
+      }),
+    ).toBe(true);
+  });
+
+  it("still wakes when agent checks out on behalf of another agent id", () => {
+    expect(
+      shouldWakeAssigneeOnCheckout({
+        actorType: "agent",
+        actorAgentId: "agent-1",
+        checkoutAgentId: "agent-2",
+        checkoutRunId: "run-1",
+      }),
+    ).toBe(true);
+  });
+});
diff --git a/server/src/__tests__/openclaw-adapter.test.ts b/server/src/__tests__/openclaw-adapter.test.ts
index 75835f3a..b11b1ffb 100644
--- a/server/src/__tests__/openclaw-adapter.test.ts
+++ b/server/src/__tests__/openclaw-adapter.test.ts
@@ -58,28 +58,21 @@ afterEach(() => {
 });
 
 describe("openclaw adapter execute", () => {
-  it("uses SSE by default and streams into one run", async () => {
+  it("uses strict SSE and includes canonical PAPERCLIP context in text payload", async () => {
     const fetchMock = vi.fn().mockResolvedValue(
       sseResponse([
-        'event: response.delta\n',
-        'data: {"type":"response.delta","delta":"hi"}\n\n',
-        'event: response.completed\n',
+        "event: response.completed\n",
         'data: {"type":"response.completed","status":"completed"}\n\n',
       ]),
     );
     vi.stubGlobal("fetch", fetchMock);
 
-    const onLog = vi.fn<AdapterExecutionContext["onLog"]>().mockResolvedValue(undefined);
-
     const result = await execute(
-      buildContext(
-        {
-          url: "https://agent.example/gateway",
-          method: "POST",
-          payloadTemplate: { foo: "bar" },
-        },
-        { onLog },
-      ),
+      buildContext({
+        url: "https://agent.example/sse",
+        method: "POST",
+        payloadTemplate: { foo: "bar", text: "OpenClaw task prompt" },
+      }),
     );
 
     expect(result.exitCode).toBe(0);
@@ -88,24 +81,34 @@ describe("openclaw adapter execute", () => {
     expect(body.foo).toBe("bar");
     expect(body.stream).toBe(true);
     expect(body.sessionKey).toBe("paperclip");
+    expect((body.paperclip as Record<string, unknown>).streamTransport).toBe("sse");
     expect((body.paperclip as Record<string, unknown>).runId).toBe("run-123");
     expect((body.paperclip as Record<string, unknown>).sessionKey).toBe("paperclip");
-    expect((body.paperclip as Record<string, unknown>).streamTransport).toBe("sse");
-    expect(onLog).toHaveBeenCalled();
+    expect(
+      ((body.paperclip as Record<string, unknown>).env as Record<string, unknown>).PAPERCLIP_RUN_ID,
+    ).toBe("run-123");
+    const text = String(body.text ?? "");
+    expect(text).toContain("OpenClaw task prompt");
+    expect(text).toContain("PAPERCLIP_RUN_ID=run-123");
+    expect(text).toContain("PAPERCLIP_AGENT_ID=agent-123");
+    expect(text).toContain("PAPERCLIP_COMPANY_ID=company-123");
+    expect(text).toContain("PAPERCLIP_TASK_ID=task-123");
+    expect(text).toContain("PAPERCLIP_WAKE_REASON=issue_assigned");
+    expect(text).toContain("PAPERCLIP_LINKED_ISSUE_IDS=issue-123");
   });
 
   it("derives issue session keys when configured", async () => {
     const fetchMock = vi.fn().mockResolvedValue(
       sseResponse([
-        'event: done\n',
-        'data: [DONE]\n\n',
+        "event: done\n",
+        "data: [DONE]\n\n",
       ]),
     );
     vi.stubGlobal("fetch", fetchMock);
 
     const result = await execute(
       buildContext({
-        url: "https://agent.example/gateway",
+        url: "https://agent.example/sse",
         method: "POST",
         sessionKeyStrategy: "issue",
       }),
@@ -117,7 +120,43 @@ describe("openclaw adapter execute", () => {
     expect((body.paperclip as Record<string, unknown>).sessionKey).toBe("paperclip:issue:issue-123");
   });
 
-  it("fails when SSE endpoint does not return text/event-stream and no compatibility fallback applies", async () => {
+  it("maps requests to OpenResponses schema for /v1/responses endpoints", async () => {
+    const fetchMock = vi.fn().mockResolvedValue(
+      sseResponse([
+        "event: response.completed\n",
+        'data: {"type":"response.completed","status":"completed"}\n\n',
+      ]),
+    );
+    vi.stubGlobal("fetch", fetchMock);
+
+    const result = await execute(
+      buildContext({
+        url: "https://agent.example/v1/responses",
+        method: "POST",
+        payloadTemplate: {
+          model: "openclaw",
+          user: "paperclip",
+        },
+      }),
+    );
+
+    expect(result.exitCode).toBe(0);
+    const body = JSON.parse(String(fetchMock.mock.calls[0]?.[1]?.body ?? "{}")) as Record<string, unknown>;
+    expect(body.stream).toBe(true);
+    expect(body.model).toBe("openclaw");
+    expect(typeof body.input).toBe("string");
+    expect(String(body.input)).toContain("PAPERCLIP_RUN_ID=run-123");
+    expect(body.metadata).toBeTypeOf("object");
+    expect((body.metadata as Record<string, unknown>).PAPERCLIP_RUN_ID).toBe("run-123");
+    expect(body.text).toBeUndefined();
+    expect(body.paperclip).toBeUndefined();
+    expect(body.sessionKey).toBeUndefined();
+
+    const headers = (fetchMock.mock.calls[0]?.[1]?.headers ?? {}) as Record<string, string>;
+    expect(headers["x-openclaw-session-key"]).toBe("paperclip");
+  });
+
+  it("fails when SSE endpoint does not return text/event-stream", async () => {
     const fetchMock = vi.fn().mockResolvedValue(
       new Response(JSON.stringify({ ok: false, error: "unexpected payload" }), {
         status: 200,
@@ -131,7 +170,7 @@ describe("openclaw adapter execute", () => {
 
     const result = await execute(
       buildContext({
-        url: "https://agent.example/gateway",
+        url: "https://agent.example/sse",
         method: "POST",
       }),
     );
@@ -140,11 +179,30 @@ describe("openclaw adapter execute", () => {
     expect(result.errorCode).toBe("openclaw_sse_expected_event_stream");
   });
 
-  it("treats webhook-style JSON ack as compatibility success when SSE endpoint returns JSON", async () => {
+  it("fails when SSE stream closes without a terminal event", async () => {
     const fetchMock = vi.fn().mockResolvedValue(
-      new Response(JSON.stringify({ ok: true, runId: "oc-run-1" }), {
-        status: 200,
-        statusText: "OK",
+      sseResponse([
+        "event: response.delta\n",
+        'data: {"type":"response.delta","delta":"partial"}\n\n',
+      ]),
+    );
+    vi.stubGlobal("fetch", fetchMock);
+
+    const result = await execute(
+      buildContext({
+        url: "https://agent.example/sse",
+      }),
+    );
+
+    expect(result.exitCode).toBe(1);
+    expect(result.errorCode).toBe("openclaw_sse_stream_incomplete");
+  });
+
+  it("fails with explicit text-required error when endpoint rejects payload", async () => {
+    const fetchMock = vi.fn().mockResolvedValue(
+      new Response(JSON.stringify({ error: "text required" }), {
+        status: 400,
+        statusText: "Bad Request",
         headers: {
           "content-type": "application/json",
         },
@@ -154,102 +212,48 @@ describe("openclaw adapter execute", () => {
 
     const result = await execute(
       buildContext({
-        url: "https://agent.example/hooks/paperclip",
-        method: "POST",
+        url: "https://agent.example/sse",
       }),
     );
 
-    expect(result.exitCode).toBe(0);
-    expect(result.resultJson?.compatibilityMode).toBe("json_ack");
-    expect(result.resultJson?.transportFallback).toBe("webhook");
+    expect(result.exitCode).toBe(1);
+    expect(result.errorCode).toBe("openclaw_text_required");
   });
 
-  it("falls back to wake text payload when SSE is configured against /hooks/wake", async () => {
-    const fetchMock = vi.fn().mockResolvedValue(
-      new Response(JSON.stringify({ ok: true }), { status: 200, statusText: "OK" }),
+  it("rejects non-sse transport configuration", async () => {
+    const fetchMock = vi.fn();
+    vi.stubGlobal("fetch", fetchMock);
+
+    const result = await execute(
+      buildContext({
+        url: "https://agent.example/sse",
+        streamTransport: "webhook",
+      }),
     );
+
+    expect(result.exitCode).toBe(1);
+    expect(result.errorCode).toBe("openclaw_stream_transport_unsupported");
+    expect(fetchMock).not.toHaveBeenCalled();
+  });
+
+  it("rejects /hooks/wake compatibility endpoints in strict SSE mode", async () => {
+    const fetchMock = vi.fn();
     vi.stubGlobal("fetch", fetchMock);
 
     const result = await execute(
       buildContext({
         url: "https://agent.example/hooks/wake",
-        method: "POST",
       }),
     );
 
-    expect(result.exitCode).toBe(0);
-    expect(fetchMock).toHaveBeenCalledTimes(1);
-    const body = JSON.parse(String(fetchMock.mock.calls[0]?.[1]?.body ?? "{}")) as Record<string, unknown>;
-    expect(body.mode).toBe("now");
-    expect(typeof body.text).toBe("string");
-    expect(body.paperclip).toBeTypeOf("object");
-    expect((body.paperclip as Record<string, unknown>).runId).toBe("run-123");
-    expect(result.resultJson?.compatibilityMode).toBe("wake_text");
-    expect(result.resultJson?.transportFallback).toBe("webhook");
-  });
-
-  it("uses wake text payload for /hooks/wake endpoints in webhook mode", async () => {
-    const fetchMock = vi.fn().mockResolvedValue(
-      new Response(JSON.stringify({ ok: true }), { status: 200, statusText: "OK" }),
-    );
-    vi.stubGlobal("fetch", fetchMock);
-
-    const result = await execute(
-      buildContext({
-        url: "https://agent.example/hooks/wake",
-        method: "POST",
-        streamTransport: "webhook",
-      }),
-    );
-
-    expect(result.exitCode).toBe(0);
-    expect(fetchMock).toHaveBeenCalledTimes(1);
-    const body = JSON.parse(String(fetchMock.mock.calls[0]?.[1]?.body ?? "{}")) as Record<string, unknown>;
-    expect(body.mode).toBe("now");
-    expect(typeof body.text).toBe("string");
-    expect(body.paperclip).toBeTypeOf("object");
-    expect((body.paperclip as Record<string, unknown>).runId).toBe("run-123");
-  });
-
-  it("retries with wake text payload when endpoint reports text required in webhook mode", async () => {
-    const fetchMock = vi
-      .fn()
-      .mockResolvedValueOnce(
-        new Response(JSON.stringify({ ok: false, error: "text required" }), {
-          status: 400,
-          statusText: "Bad Request",
-        }),
-      )
-      .mockResolvedValueOnce(
-        new Response(JSON.stringify({ ok: true }), { status: 200, statusText: "OK" }),
-      );
-    vi.stubGlobal("fetch", fetchMock);
-
-    const result = await execute(
-      buildContext({
-        url: "https://agent.example/hooks/paperclip",
-        method: "POST",
-        streamTransport: "webhook",
-      }),
-    );
-
-    expect(result.exitCode).toBe(0);
-    expect(fetchMock).toHaveBeenCalledTimes(2);
-
-    const firstBody = JSON.parse(String(fetchMock.mock.calls[0]?.[1]?.body ?? "{}")) as Record<string, unknown>;
-    expect(firstBody.paperclip).toBeTypeOf("object");
-
-    const secondBody = JSON.parse(String(fetchMock.mock.calls[1]?.[1]?.body ?? "{}")) as Record<string, unknown>;
-    expect(secondBody.mode).toBe("now");
-    expect(typeof secondBody.text).toBe("string");
-    expect(secondBody.paperclip).toBeTypeOf("object");
-    expect((secondBody.paperclip as Record<string, unknown>).runId).toBe("run-123");
-    expect(result.resultJson?.compatibilityMode).toBe("wake_text");
+    expect(result.exitCode).toBe(1);
+    expect(result.errorCode).toBe("openclaw_sse_incompatible_endpoint");
+    expect(fetchMock).not.toHaveBeenCalled();
   });
 });
 
 describe("openclaw adapter environment checks", () => {
-  it("reports compatibility mode info for /hooks/wake endpoints", async () => {
+  it("reports /hooks/wake endpoints as incompatible for strict SSE mode", async () => {
     const fetchMock = vi
       .fn()
       .mockResolvedValue(new Response(null, { status: 405, statusText: "Method Not Allowed" }));
@@ -269,9 +273,26 @@ describe("openclaw adapter environment checks", () => {
       },
     });
 
-    const compatibilityCheck = result.checks.find(
-      (check) => check.code === "openclaw_wake_endpoint_compat_mode",
-    );
-    expect(compatibilityCheck?.level).toBe("info");
+    const check = result.checks.find((entry) => entry.code === "openclaw_wake_endpoint_incompatible");
+    expect(check?.level).toBe("error");
+  });
+
+  it("reports unsupported streamTransport settings", async () => {
+    const fetchMock = vi
+      .fn()
+      .mockResolvedValue(new Response(null, { status: 405, statusText: "Method Not Allowed" }));
+    vi.stubGlobal("fetch", fetchMock);
+
+    const result = await testEnvironment({
+      companyId: "company-123",
+      adapterType: "openclaw",
+      config: {
+        url: "https://agent.example/sse",
+        streamTransport: "webhook",
+      },
+    });
+
+    const check = result.checks.find((entry) => entry.code === "openclaw_stream_transport_unsupported");
+    expect(check?.level).toBe("error");
   });
 });
diff --git a/server/src/routes/access.ts b/server/src/routes/access.ts
index 610f952c..e310c9a9 100644
--- a/server/src/routes/access.ts
+++ b/server/src/routes/access.ts
@@ -104,6 +104,11 @@ function isLoopbackHost(hostname: string): boolean {
   return value === "localhost" || value === "127.0.0.1" || value === "::1";
 }
 
+function isWakePath(pathname: string): boolean {
+  const value = pathname.trim().toLowerCase();
+  return value === "/hooks/wake" || value.endsWith("/hooks/wake");
+}
+
 function normalizeHostname(value: string | null | undefined): string | null {
   if (!value) return null;
   const trimmed = value.trim();
@@ -217,13 +222,13 @@ function normalizeAgentDefaultsForJoin(input: {
       code: "openclaw_callback_config_missing",
       level: "warn",
       message: "No OpenClaw callback config was provided in agentDefaultsPayload.",
-      hint: "Include agentDefaultsPayload.url so Paperclip can invoke the OpenClaw webhook immediately after approval.",
+      hint: "Include agentDefaultsPayload.url so Paperclip can invoke the OpenClaw SSE endpoint immediately after approval.",
     });
     return { normalized: null as Record<string, unknown> | null, diagnostics };
   }
 
   const defaults = input.defaultsPayload as Record<string, unknown>;
-  const normalized: Record<string, unknown> = {};
+  const normalized: Record<string, unknown> = { streamTransport: "sse" };
 
   let callbackUrl: URL | null = null;
   const rawUrl = typeof defaults.url === "string" ? defaults.url.trim() : "";
@@ -232,7 +237,7 @@ function normalizeAgentDefaultsForJoin(input: {
       code: "openclaw_callback_url_missing",
       level: "warn",
       message: "OpenClaw callback URL is missing.",
-      hint: "Set agentDefaultsPayload.url to your OpenClaw webhook endpoint.",
+      hint: "Set agentDefaultsPayload.url to your OpenClaw SSE endpoint.",
     });
   } else {
     try {
@@ -252,6 +257,14 @@ function normalizeAgentDefaultsForJoin(input: {
           message: `Callback endpoint set to ${callbackUrl.toString()}`,
         });
       }
+      if (isWakePath(callbackUrl.pathname)) {
+        diagnostics.push({
+          code: "openclaw_callback_wake_path_incompatible",
+          level: "warn",
+          message: "Configured callback path targets /hooks/wake, which is not stream-capable for strict SSE mode.",
+          hint: "Use an endpoint that returns text/event-stream for the full run duration.",
+        });
+      }
       if (isLoopbackHost(callbackUrl.hostname)) {
         diagnostics.push({
           code: "openclaw_callback_loopback",
@@ -273,7 +286,7 @@ function normalizeAgentDefaultsForJoin(input: {
   normalized.method = rawMethod || "POST";
 
   if (typeof defaults.timeoutSec === "number" && Number.isFinite(defaults.timeoutSec)) {
-    normalized.timeoutSec = Math.max(1, Math.min(120, Math.floor(defaults.timeoutSec)));
+    normalized.timeoutSec = Math.max(0, Math.min(7200, Math.floor(defaults.timeoutSec)));
   }
 
   const headers = normalizeHeaderMap(defaults.headers);
@@ -470,10 +483,10 @@ function buildInviteOnboardingManifest(
       requiredFields: {
         requestType: "agent",
         agentName: "Display name for this agent",
-        adapterType: "Use 'openclaw' for OpenClaw webhook-based agents",
+        adapterType: "Use 'openclaw' for OpenClaw streaming agents",
         capabilities: "Optional capability summary",
         agentDefaultsPayload:
-          "Optional adapter config such as url/method/headers/webhookAuthHeader for OpenClaw callback endpoint",
+          "Optional adapter config such as url/method/headers/webhookAuthHeader for OpenClaw SSE endpoint",
       },
       registrationEndpoint: {
         method: "POST",
@@ -498,7 +511,7 @@ function buildInviteOnboardingManifest(
           path: testResolutionPath,
           url: testResolutionUrl,
           query: {
-            url: "https://your-openclaw-webhook.example/webhook",
+            url: "https://your-openclaw-agent.example/v1/responses",
             timeoutMs: 5000,
           },
         },
@@ -579,10 +592,11 @@ export function buildInviteOnboardingTextDocument(
     '  "adapterType": "openclaw",',
     '  "capabilities": "Optional summary",',
     '  "agentDefaultsPayload": {',
-    '    "url": "https://your-openclaw-webhook.example/webhook",',
+    '    "url": "https://your-openclaw-agent.example/v1/responses",',
+    '    "streamTransport": "sse",',
     '    "method": "POST",',
     '    "headers": { "x-openclaw-auth": "replace-me" },',
-    '    "timeoutSec": 30',
+    '    "timeoutSec": 0',
     "  }",
     "}",
     "",
@@ -622,9 +636,9 @@ export function buildInviteOnboardingTextDocument(
     lines.push(
       "",
       "## Optional: test callback resolution from Paperclip",
-      `${onboarding.connectivity.testResolutionEndpoint.method ?? "GET"} ${onboarding.connectivity.testResolutionEndpoint.url}?url=https%3A%2F%2Fyour-openclaw-webhook.example%2Fwebhook`,
+      `${onboarding.connectivity.testResolutionEndpoint.method ?? "GET"} ${onboarding.connectivity.testResolutionEndpoint.url}?url=https%3A%2F%2Fyour-openclaw-agent.example%2Fv1%2Fresponses`,
       "",
-      "This endpoint checks whether Paperclip can reach your webhook URL and reports reachable, timeout, or unreachable.",
+      "This endpoint checks whether Paperclip can reach your OpenClaw endpoint and reports reachable, timeout, or unreachable.",
     );
   }
 
diff --git a/server/src/routes/issues-checkout-wakeup.ts b/server/src/routes/issues-checkout-wakeup.ts
new file mode 100644
index 00000000..287b7bbf
--- /dev/null
+++ b/server/src/routes/issues-checkout-wakeup.ts
@@ -0,0 +1,14 @@
+type CheckoutWakeInput = {
+  actorType: "board" | "agent" | "none";
+  actorAgentId: string | null;
+  checkoutAgentId: string;
+  checkoutRunId: string | null;
+};
+
+export function shouldWakeAssigneeOnCheckout(input: CheckoutWakeInput): boolean {
+  if (input.actorType !== "agent") return true;
+  if (!input.actorAgentId) return true;
+  if (input.actorAgentId !== input.checkoutAgentId) return true;
+  if (!input.checkoutRunId) return true;
+  return false;
+}
diff --git a/server/src/routes/issues.ts b/server/src/routes/issues.ts
index 824493f4..779ac34c 100644
--- a/server/src/routes/issues.ts
+++ b/server/src/routes/issues.ts
@@ -25,6 +25,7 @@ import {
 import { logger } from "../middleware/logger.js";
 import { forbidden, HttpError, unauthorized } from "../errors.js";
 import { assertCompanyAccess, getActorInfo } from "./authz.js";
+import { shouldWakeAssigneeOnCheckout } from "./issues-checkout-wakeup.js";
 
 const MAX_ATTACHMENT_BYTES = Number(process.env.PAPERCLIP_ATTACHMENT_MAX_BYTES) || 10 * 1024 * 1024;
 const ALLOWED_ATTACHMENT_CONTENT_TYPES = new Set([
@@ -634,17 +635,26 @@ export function issueRoutes(db: Db, storage: StorageService) {
       details: { agentId: req.body.agentId },
     });
 
-    void heartbeat
-      .wakeup(req.body.agentId, {
-        source: "assignment",
-        triggerDetail: "system",
-        reason: "issue_checked_out",
-        payload: { issueId: issue.id, mutation: "checkout" },
-        requestedByActorType: actor.actorType,
-        requestedByActorId: actor.actorId,
-        contextSnapshot: { issueId: issue.id, source: "issue.checkout" },
+    if (
+      shouldWakeAssigneeOnCheckout({
+        actorType: req.actor.type,
+        actorAgentId: req.actor.type === "agent" ? req.actor.agentId ?? null : null,
+        checkoutAgentId: req.body.agentId,
+        checkoutRunId,
       })
-      .catch((err) => logger.warn({ err, issueId: issue.id }, "failed to wake assignee on issue checkout"));
+    ) {
+      void heartbeat
+        .wakeup(req.body.agentId, {
+          source: "assignment",
+          triggerDetail: "system",
+          reason: "issue_checked_out",
+          payload: { issueId: issue.id, mutation: "checkout" },
+          requestedByActorType: actor.actorType,
+          requestedByActorId: actor.actorId,
+          contextSnapshot: { issueId: issue.id, source: "issue.checkout" },
+        })
+        .catch((err) => logger.warn({ err, issueId: issue.id }, "failed to wake assignee on issue checkout"));
+    }
 
     res.json(updated);
   });