diff --git a/run_release.py b/run_release.py
index 20ea6c32..b136be27 100755
--- a/run_release.py
+++ b/run_release.py
@@ -1039,7 +1039,10 @@ def wait_until_all_files_are_in_folder(db: ReleaseShelf) -> None:
             raise FileNotFoundError(
                 f"The release folder in {destination} has not been created"
             ) from None
-        are_windows_files_there = f"python-{release}.exe" in all_files
+        if db["release"].as_tuple() >= (3, 16):
+            are_windows_files_there = f"windows-{release}.json" in all_files
+        else:
+            are_windows_files_there = f"python-{release}.exe" in all_files
         are_macos_files_there = f"python-{release}-macos11.pkg" in all_files
         are_linux_files_there = f"Python-{release}.tgz" in all_files
 
diff --git a/tests/test_run_release.py b/tests/test_run_release.py
index 35008a59..39ab2616 100644
--- a/tests/test_run_release.py
+++ b/tests/test_run_release.py
@@ -6,6 +6,7 @@
 from contextlib import nullcontext as does_not_raise
 from pathlib import Path
 from typing import Any, cast
+from unittest.mock import Mock
 
 import pytest
 
@@ -258,3 +259,33 @@ def test_update_whatsnew_toctree(tmp_path: Path) -> None:
     # Assert
     new_contents = toctree__file.read_text()
     assert "   3.15.rst\n   3.14.rst\n" in new_contents
+
+
+@pytest.mark.parametrize(
+    ("version", "windows_file"),
+    [
+        ("3.15.0a1", "python-3.15.0a1.exe"),
+        ("3.16.0a1", "windows-3.16.0a1.json"),
+    ],
+)
+def test_wait_until_all_files_are_in_folder_windows(
+    monkeypatch: pytest.MonkeyPatch, version: str, windows_file: str
+) -> None:
+    files = [f"Python-{version}.tgz", f"python-{version}-macos11.pkg"]
+    client = Mock()
+    ftp_client = client.open_sftp.return_value
+    ftp_client.listdir.side_effect = [files, [*files, windows_file]]
+    monkeypatch.setattr("run_release.paramiko.SSHClient", lambda: client)
+    sleep = Mock()
+    monkeypatch.setattr("run_release.time.sleep", sleep)
+    db = {
+        "release": Tag(version),
+        "security_release": False,
+        "ssh_user": "release-manager",
+        "ssh_key": None,
+    }
+
+    run_release.wait_until_all_files_are_in_folder(cast(ReleaseShelf, db))
+
+    assert ftp_client.listdir.call_count == 2
+    sleep.assert_called_once_with(1)