diff --git a/.github/workflows/windows-advisory.yml b/.github/workflows/windows-advisory.yml
index 58cedb176..960414e10 100644
--- a/.github/workflows/windows-advisory.yml
+++ b/.github/workflows/windows-advisory.yml
@@ -258,19 +258,70 @@ jobs:
 
       - name: unit
         id: unit
+        # Windows-advisory has shown transient flake (sleep-based timing in
+        # opencode session tests and occasional Bun native crashes on
+        # `windows-latest`). Linux `ci` is the load-bearing required gate;
+        # this workflow is advisory and non-blocking. Retry once at the
+        # process level so a single transient failure does not turn the
+        # advisory red, but keep the first-attempt failure visible in the
+        # step summary so persistent regressions are not hidden by retry.
+        # Each attempt runs in a subshell so `cd packages/...` in
+        # matrix.command does not leak between attempts.
         run: |
           set +e
-          ${{ matrix.command }}
-          status=$?
+          attempts=2
+          first_status=
+          for attempt in $(seq 1 "$attempts"); do
+            echo "::group::Windows unit attempt $attempt of $attempts"
+            ( ${{ matrix.command }} )
+            status=$?
+            echo "::endgroup::"
+
+            if [ "$attempt" -eq 1 ]; then
+              first_status=$status
+            fi
+
+            if [ "$status" -eq 0 ]; then
+              break
+            fi
+
+            if [ "$attempt" -lt "$attempts" ]; then
+              {
+                echo "### Windows unit attempt $attempt failed (retrying)"
+                echo ""
+                echo "- package: ${{ matrix.package }}"
+                echo "- exit code: $status"
+                echo "- next attempt: $((attempt + 1)) of $attempts"
+              } >> "$GITHUB_STEP_SUMMARY"
+            fi
+          done
+
           echo "exit_code=$status" >> "$GITHUB_OUTPUT"
+          echo "first_exit_code=$first_status" >> "$GITHUB_OUTPUT"
 
-          if [ "$status" -ne 0 ]; then
+          if [ "$status" -eq 0 ] && [ "$first_status" -ne 0 ]; then
+            # ::notice surfaces the recovery in the run-level annotations panel
+            # and in each check's annotation list, not just buried in the
+            # collapsed step summary, so flake rate stays observable.
+            echo "::notice title=Windows unit recovered on retry::package=${{ matrix.package }}; attempt 1 exit code=$first_status; attempt 2 succeeded"
+            {
+              echo "### Windows unit recovered on retry"
+              echo ""
+              echo "- package: ${{ matrix.package }}"
+              echo "- attempt 1 exit code: $first_status"
+              echo "- attempt 2: success"
+            } >> "$GITHUB_STEP_SUMMARY"
+          elif [ "$status" -ne 0 ]; then
+            # ::warning gives the run-level annotation a yellow icon on a red
+            # job — the step is still failing (advisory signal red), but the
+            # annotation makes the post-retry failure scannable at a glance.
+            echo "::warning title=Windows unit failed advisory signal after retry::package=${{ matrix.package }}; final exit code=$status; attempts=$attempts"
             {
               echo "### Windows unit diagnostic"
               echo ""
               echo "- package: ${{ matrix.package }}"
               echo "- exit code: $status"
-              echo "- status: failed advisory signal"
+              echo "- status: failed advisory signal after $attempts attempts"
             } >> "$GITHUB_STEP_SUMMARY"
           fi
 
diff --git a/packages/opencode/test/github/ci-workflow.test.ts b/packages/opencode/test/github/ci-workflow.test.ts
index efe3aa84e..d86d379d3 100644
--- a/packages/opencode/test/github/ci-workflow.test.ts
+++ b/packages/opencode/test/github/ci-workflow.test.ts
@@ -609,6 +609,36 @@ describe("ci workflow", () => {
     )
   })
 
+  test("retries the Windows unit step once on transient failure", () => {
+    const unitRun = stepByName(windowsUnitJobName, "unit", windowsAdvisoryWorkflowPath)?.run ?? ""
+
+    // Retry budget: exactly one extra attempt (max_attempts=2).
+    expect(unitRun).toContain("attempts=2")
+
+    // Each attempt runs in a subshell so `cd packages/...` in matrix.command
+    // does not leak working directory across attempts.
+    expect(unitRun).toContain("( ${{ matrix.command }} )")
+
+    // First-attempt exit code must be exported so downstream steps and humans
+    // can tell a recovered run apart from a clean-first-pass run.
+    expect(unitRun).toContain('echo "first_exit_code=$first_status" >> "$GITHUB_OUTPUT"')
+
+    // First-attempt failure is surfaced in the step summary even when the
+    // retry recovers — the advisory must not silently swallow transient flake.
+    expect(unitRun).toContain("### Windows unit attempt $attempt failed (retrying)")
+    expect(unitRun).toContain("### Windows unit recovered on retry")
+
+    // The recovered and final-failed outcomes also emit run-level annotations
+    // (::notice / ::warning) so the signal is visible in the Actions UI
+    // annotations panel, not only inside the collapsed step summary.
+    expect(unitRun).toContain("::notice title=Windows unit recovered on retry")
+    expect(unitRun).toContain("::warning title=Windows unit failed advisory signal after retry")
+
+    // The final exit code is the last attempt's status, not the first.
+    // Otherwise a recovered run would still turn the advisory red.
+    expect(unitRun).toMatch(/exit "\$status"\s*$/)
+  })
+
   test("defines Windows unit packages and opencode shards", () => {
     const parsed = parseWorkflow(windowsAdvisoryWorkflowPath)
     const job = parsed.jobs?.[windowsUnitJobName]