diff --git a/src/lib/actions/sandbox/connect-autopair-budget.ts b/src/lib/actions/sandbox/connect-autopair-budget.ts
index 55fe761f6d5..7bc4641b9c4 100644
--- a/src/lib/actions/sandbox/connect-autopair-budget.ts
+++ b/src/lib/actions/sandbox/connect-autopair-budget.ts
@@ -6,7 +6,10 @@
 // so tests can import and assert the invariant on the real values without
 // pulling in connect.ts's heavy transitive requires (#4504).
 
-export const CONNECT_AUTO_PAIR_MAX_APPROVALS = 1;
+// Fresh OpenClaw finalization can observe the initial CLI pairing request and
+// its immediately following operator.write upgrade in the same pass. Keep the
+// budget at those two bounded transitions so neither request is left pending.
+export const CONNECT_AUTO_PAIR_MAX_APPROVALS = 2;
 // `openclaw devices list` budget (seconds), interpolated into the in-sandbox
 // script so the invariant below is asserted on real values, not source text.
 // A cold OpenClaw 2026.6.10 CLI can take just over 2s to load its runtime
@@ -30,4 +33,4 @@ export const CONNECT_AUTO_PAIR_POST_TIMEOUT_OBSERVE_S = 4;
 // sources the proxy environment and launches Python. Keep 10s beyond the longer
 // inner path so the outer timer cannot terminate a legitimate approval before
 // its fixed receipt is returned.
-export const CONNECT_AUTO_PAIR_TIMEOUT_MS = 25_000;
+export const CONNECT_AUTO_PAIR_TIMEOUT_MS = 35_000;
diff --git a/test/sandbox-connect-inference/auto-pair-approval.test.ts b/test/sandbox-connect-inference/auto-pair-approval.test.ts
index 20d8413b8a6..f8bf99c19d1 100644
--- a/test/sandbox-connect-inference/auto-pair-approval.test.ts
+++ b/test/sandbox-connect-inference/auto-pair-approval.test.ts
@@ -115,10 +115,11 @@ describe("sandbox connect auto-pair approval pass (#4263)", () => {
       const script = extractApprovalPassScript(stateFile, sandboxName);
       // Disallowed/malformed/unknown requests are skipped by the policy before
       // an approve is even attempted (they `continue` before the attempt
-      // counter increments), so they do not consume the MAX_APPROVALS=1 budget
-      // (#4504). They are ordered first here to prove the rejection path runs;
-      // the single allowed request (`ok-cli`) is then approved and exhausts the
-      // one-attempt budget, so the trailing duplicate `ok-cli` is never reached.
+      // counter increments), so they do not consume the bounded approval
+      // budget (#4504). They are ordered first here to prove the rejection path
+      // runs. The initial CLI pairing and its write-scope upgrade are then both
+      // approved, while the trailing distinct request proves the two-approval
+      // cap stops the pass.
       const run = runApprovalPassScript(script, [
         {
           requestId: "admin-cli",
@@ -139,24 +140,28 @@ describe("sandbox connect auto-pair approval pass (#4263)", () => {
           scopes: ["operator.read"],
         },
         {
-          requestId: "ok-cli",
-          clientId: "openclaw-cli",
+          requestId: "initial-cli-pairing",
+          clientId: "cli",
           clientMode: "cli",
-          scopes: ["operator.read", "operator.write"],
+          scopes: ["operator.pairing"],
         },
         {
-          requestId: "ok-cli",
-          clientId: "openclaw-cli",
+          requestId: "cli-write-upgrade",
+          clientId: "cli",
           clientMode: "cli",
+          scopes: ["operator.pairing", "operator.write"],
+        },
+        {
+          requestId: "later-webchat-upgrade",
+          clientId: "openclaw-control-ui",
+          clientMode: "webchat",
           scopes: ["operator.read", "operator.write"],
         },
       ]);
 
       expect(run.result.status).toBe(0);
-      // Only the first allowed request is approved — MAX_APPROVALS is 1 (#4504),
-      // the realistic single pending CLI/webchat scope upgrade.
-      expect(run.approvals).toEqual(["ok-cli"]);
-      expect(run.approvalEnv).toEqual(["unset:unset:unset"]);
+      expect(run.approvals).toEqual(["initial-cli-pairing", "cli-write-upgrade"]);
+      expect(run.approvalEnv).toEqual(["unset:unset:unset", "unset:unset:unset"]);
     },
   );