diff --git a/routes/cookbook_routes.py b/routes/cookbook_routes.py
index 1d79ba809..d51fb9a09 100644
--- a/routes/cookbook_routes.py
+++ b/routes/cookbook_routes.py
@@ -73,6 +73,30 @@ _HF_TOKEN_STATUS_SNIPPET = (
 )
 
 
+def _windows_local_pid_record_line(pid_path: Path, ready_path: Path) -> str:
+    """Build the Git Bash prelude that records a Win32-stoppable PID.
+
+    Python publishes the detached outer process's Win32 PID first, then touches
+    ``ready_path``. The inner Git Bash runner waits for that publication before
+    replacing the fallback with its own Win32 PID from /proc/<msys-pid>/winpid.
+
+    Missing, malformed, or late mappings leave the valid outer PID untouched.
+    """
+    pp = shlex.quote(pid_path.as_posix())
+    rp = shlex.quote(ready_path.as_posix())
+    return (
+        "i=0; "
+        f"while [ ! -e {rp} ] && [ \"$i\" -lt 500 ]; do "
+        "i=$((i+1)); sleep 0.01; done; "
+        f"if [ -e {rp} ]; then "
+        "winpid=\"$(cat /proc/$$/winpid 2>/dev/null || true)\"; "
+        "case \"$winpid\" in ''|*[!0-9]*) ;; "
+        f"*) printf '%s\\n' \"$winpid\" > {pp} ;; esac; "
+        "fi; "
+        f"rm -f {rp}"
+    )
+
+
 def _append_mlx_image_server_script(runner_lines: list[str]) -> None:
     """Write the MLX image API helper next to the tmux runner on remote hosts."""
     script_path = Path(__file__).resolve().parents[1] / "scripts" / "mlx_image_server.py"
@@ -978,15 +1002,18 @@ def setup_cookbook_routes() -> APIRouter:
         directly (simple commands only). Returns the launched job record."""
         log_path = TMUX_LOG_DIR / f"{session_id}.log"
         pid_path = TMUX_LOG_DIR / f"{session_id}.pid"
+        pid_ready_path: Path | None = None
         bash = find_bash()
         if bash:
             # Run the existing bash wrapper verbatim through Git Bash, redirecting
             # all output to the log the poller reads. Paths handed to bash use
             # POSIX form + shell-quoting so drive paths / spaces survive.
             inner = TMUX_LOG_DIR / f"{session_id}_run.sh"
-            pp = shlex.quote(pid_path.as_posix())
+            pid_ready_path = TMUX_LOG_DIR / f"{session_id}.pid.ready"
+            pid_ready_path.unlink(missing_ok=True)
             inner.write_text(
-                f"printf '%s\\n' \"$$\" > {pp}\n" + "\n".join(bash_lines) + "\n",
+                _windows_local_pid_record_line(pid_path, pid_ready_path) + "\n"
+                + "\n".join(bash_lines) + "\n",
                 encoding="utf-8",
             )
             lp = shlex.quote(log_path.as_posix())
@@ -1020,7 +1047,18 @@ def setup_cookbook_routes() -> APIRouter:
             env=env,
             **detached_popen_kwargs(),
         )
+        # Publish a valid Win32 ancestor first. The Git Bash runner may then
+        # replace it with its own Win32 pid, but never before this fallback exists.
         pid_path.write_text(str(proc.pid), encoding="utf-8")
+        if pid_ready_path is not None:
+            try:
+                pid_ready_path.touch()
+            except OSError as e:
+                logger.warning(
+                    "Could not publish Windows local PID handoff for %s: %s",
+                    session_id,
+                    e,
+                )
         return {"pid": proc.pid, "log_path": str(log_path)}
 
     @router.post("/api/model/download")
diff --git a/tests/test_cookbook_helpers.py b/tests/test_cookbook_helpers.py
index bf6c47d4b..37620c88a 100644
--- a/tests/test_cookbook_helpers.py
+++ b/tests/test_cookbook_helpers.py
@@ -723,7 +723,12 @@ def test_local_windows_download_pid_tracks_inner_bash_and_stop_kills_tree():
     routes_src = (Path(__file__).resolve().parents[1] / "routes" / "cookbook_routes.py").read_text(encoding="utf-8")
     running_src = (Path(__file__).resolve().parents[1] / "static" / "js" / "cookbookRunning.js").read_text(encoding="utf-8")
 
-    assert 'printf \'%s\\\\n\' \\"$$\\" > {pp}' in routes_src
+    # The Windows-local runner publishes Python's valid Win32 fallback before
+    # allowing Git Bash to replace it with /proc/$$/winpid.
+    assert "_windows_local_pid_record_line(pid_path, pid_ready_path)" in routes_src
+    assert "/proc/$$/winpid" in routes_src
+    assert "pid_ready_path.touch()" in routes_src
+    assert '\\"$$\\" > {pp}' not in routes_src
     assert "function Stop-Tree([int]$Id)" in running_src
     assert "('ParentProcessId = ' + $Id)" in running_src
     assert "Stop-Tree ([int]$p)" in running_src
diff --git a/tests/test_cookbook_local_serve_pid_winpid.py b/tests/test_cookbook_local_serve_pid_winpid.py
new file mode 100644
index 000000000..7038fccbf
--- /dev/null
+++ b/tests/test_cookbook_local_serve_pid_winpid.py
@@ -0,0 +1,180 @@
+"""Behavioral regression coverage for Windows-local Cookbook PID recording."""
+
+import os
+import subprocess
+import time
+from pathlib import Path
+
+from routes.cookbook_routes import _windows_local_pid_record_line
+
+
+ROOT = Path(__file__).resolve().parents[1]
+COOKBOOK_ROUTES = ROOT / "routes" / "cookbook_routes.py"
+
+
+def _fake_cat(tmp_path: Path, body: str) -> Path:
+    fake_bin = tmp_path / "bin"
+    fake_bin.mkdir()
+    cat = fake_bin / "cat"
+    cat.write_text("#!/bin/sh\n" + body + "\n", encoding="utf-8")
+    cat.chmod(0o755)
+    return fake_bin
+
+
+def _env_for(fake_bin: Path, **extra: str) -> dict[str, str]:
+    env = dict(os.environ)
+    env["PATH"] = str(fake_bin) + os.pathsep + env.get("PATH", "")
+    env.update(extra)
+    return env
+
+
+def _run_pid_line(
+    pid_path: Path,
+    ready_path: Path,
+    fake_bin: Path,
+    **extra_env: str,
+) -> subprocess.CompletedProcess:
+    return subprocess.run(
+        ["bash", "-c", _windows_local_pid_record_line(pid_path, ready_path)],
+        capture_output=True,
+        text=True,
+        env=_env_for(fake_bin, **extra_env),
+        timeout=10,
+    )
+
+
+def test_windows_local_pid_line_records_numeric_winpid_after_fallback(tmp_path):
+    pid_path = tmp_path / "serve.pid"
+    ready_path = tmp_path / "serve.pid.ready"
+
+    pid_path.write_text("11111", encoding="utf-8")
+    ready_path.touch()
+
+    cat_arg = tmp_path / "cat-arg.txt"
+    fake_bin = _fake_cat(
+        tmp_path,
+        'printf "%s\\n" "$1" > "$FAKE_CAT_ARG"\n'
+        'printf "%s\\n" "$FAKE_WINPID"',
+    )
+
+    result = _run_pid_line(
+        pid_path,
+        ready_path,
+        fake_bin,
+        FAKE_CAT_ARG=str(cat_arg),
+        FAKE_WINPID="42324",
+    )
+
+    assert result.returncode == 0, result.stderr
+    assert pid_path.read_text(encoding="utf-8").strip() == "42324"
+    assert not ready_path.exists()
+
+    proc_path = cat_arg.read_text(encoding="utf-8").strip()
+    parts = proc_path.strip("/").split("/")
+    assert len(parts) == 3
+    assert parts[0] == "proc"
+    assert parts[1].isdigit()
+    assert parts[2] == "winpid"
+
+
+def test_windows_local_pid_line_waits_for_python_fallback_before_replacing(tmp_path):
+    pid_path = tmp_path / "serve.pid"
+    ready_path = tmp_path / "serve.pid.ready"
+
+    fake_bin = _fake_cat(
+        tmp_path,
+        'printf "%s\\n" "$FAKE_WINPID"',
+    )
+
+    proc = subprocess.Popen(
+        [
+            "bash",
+            "-c",
+            _windows_local_pid_record_line(pid_path, ready_path),
+        ],
+        stdout=subprocess.PIPE,
+        stderr=subprocess.PIPE,
+        text=True,
+        env=_env_for(fake_bin, FAKE_WINPID="42324"),
+    )
+
+    # The inner shell has started, but Python has not published its fallback yet.
+    time.sleep(0.05)
+    assert proc.poll() is None
+    assert not pid_path.exists()
+
+    # Simulate the post-Popen Python publication order.
+    pid_path.write_text("31100", encoding="utf-8")
+    ready_path.touch()
+
+    stdout, stderr = proc.communicate(timeout=10)
+
+    assert proc.returncode == 0, stderr or stdout
+    assert pid_path.read_text(encoding="utf-8").strip() == "42324"
+    assert not ready_path.exists()
+
+
+def test_windows_local_pid_line_preserves_outer_pid_when_mapping_missing(tmp_path):
+    pid_path = tmp_path / "serve.pid"
+    ready_path = tmp_path / "serve.pid.ready"
+
+    pid_path.write_text("31100", encoding="utf-8")
+    ready_path.touch()
+
+    fake_bin = _fake_cat(tmp_path, "exit 1")
+
+    result = _run_pid_line(
+        pid_path,
+        ready_path,
+        fake_bin,
+    )
+
+    assert result.returncode == 0, result.stderr
+    assert pid_path.read_text(encoding="utf-8").strip() == "31100"
+    assert not ready_path.exists()
+
+
+def test_windows_local_pid_line_rejects_malformed_mapping(tmp_path):
+    pid_path = tmp_path / "serve.pid"
+    ready_path = tmp_path / "serve.pid.ready"
+
+    pid_path.write_text("31100", encoding="utf-8")
+    ready_path.touch()
+
+    fake_bin = _fake_cat(
+        tmp_path,
+        'printf "not-a-win32-pid\\n"',
+    )
+
+    result = _run_pid_line(
+        pid_path,
+        ready_path,
+        fake_bin,
+    )
+
+    assert result.returncode == 0, result.stderr
+    assert pid_path.read_text(encoding="utf-8").strip() == "31100"
+    assert not ready_path.exists()
+
+
+def test_local_windows_launcher_publishes_fallback_before_releasing_inner_runner():
+    source = COOKBOOK_ROUTES.read_text(encoding="utf-8")
+    start = source.index("    def _launch_local_detached(")
+    end = source.index(
+        '    @router.post("/api/model/download")',
+        start,
+    )
+    launcher = source[start:end]
+
+    assert "_windows_local_pid_record_line(pid_path, pid_ready_path)" in launcher
+    assert "pid_ready_path.unlink(missing_ok=True)" in launcher
+
+    fallback = launcher.index(
+        'pid_path.write_text(str(proc.pid), encoding="utf-8")'
+    )
+    release = launcher.index("pid_ready_path.touch()")
+
+    assert fallback < release
+
+    # Never write Git Bash's bare MSYS $$ to the session pid file.
+    assert '\\"$$\\" > {pp}' not in launcher