From 8fc1853bfc718f94b6ca0f255b29df408a640d8f Mon Sep 17 00:00:00 2001
From: Taylor Steinberg <taylor@steinberg.xyz>
Date: Tue, 10 Nov 2026 11:11:29 -0500
Subject: [PATCH] test: cover manifests across content Python versions

---
 .github/workflows/main.yml             | 18 +++++++++++
 scripts/content_python_versions.py     | 28 +++++++++++++++++
 tests/test_manifest_content_pythons.py | 42 ++++++++++++++++++++++++++
 3 files changed, 88 insertions(+)
 create mode 100644 scripts/content_python_versions.py
 create mode 100644 tests/test_manifest_content_pythons.py

diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index b4ba05fc1..b3a234bed 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -51,6 +51,24 @@ jobs:
         coverageFile: coverage.xml
         token: ${{ secrets.GITHUB_TOKEN }}
 
+  test-content-python-versions:
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/checkout@3d3c42e5aac5ba805825da76410c181273ba90b1 # v7.0.1
+    - uses: astral-sh/setup-uv@68559e99cc807c1eb7e9238fd43a15bba460eec2 # v10.3.3
+      with:
+        version: ">=0.9.0"
+    - run: uv sync --python 3.11 --group test
+    - name: Install content Pythons
+      run: |
+        mapfile -t versions < <(uv run --no-sync python scripts/content_python_versions.py)
+        test "${#versions[@]}" -gt 0
+        uv run --no-sync uv python install --no-bin "${versions[@]}"
+    - name: Test manifests
+      run: |
+        uv run --no-sync pytest tests/test_manifest_content_pythons.py --junitxml=content-python-results.xml
+        uv run --no-sync python -c 'import xml.etree.ElementTree as ET; root = ET.parse("content-python-results.xml"); assert not root.findall(".//skipped"), "Content Python cases were skipped"'
+
   prerelease-test:
     runs-on: ubuntu-latest
     continue-on-error: true
diff --git a/scripts/content_python_versions.py b/scripts/content_python_versions.py
new file mode 100644
index 000000000..6f2cac48a
--- /dev/null
+++ b/scripts/content_python_versions.py
@@ -0,0 +1,28 @@
+import json
+import subprocess
+
+from packaging.version import Version
+
+
+def content_python_versions():
+    result = subprocess.run(
+        ["uv", "python", "list", "--only-downloads", "--output-format", "json"],
+        check=True,
+        capture_output=True,
+        text=True,
+    )
+    versions = {
+        (entry["version_parts"]["major"], entry["version_parts"]["minor"])
+        for entry in json.loads(result.stdout)
+        if entry["implementation"] == "cpython"
+        and entry["variant"] == "default"
+        and not Version(entry["version"]).is_prerelease
+        and (entry["version_parts"]["major"], entry["version_parts"]["minor"]) >= (3, 8)
+    }
+    if not versions:
+        raise RuntimeError("uv did not list any supported CPython downloads")
+    return ["%s.%s" % version for version in sorted(versions)]
+
+
+if __name__ == "__main__":
+    print("\n".join(content_python_versions()))
diff --git a/tests/test_manifest_content_pythons.py b/tests/test_manifest_content_pythons.py
new file mode 100644
index 000000000..bed103f38
--- /dev/null
+++ b/tests/test_manifest_content_pythons.py
@@ -0,0 +1,42 @@
+import json
+import os
+import subprocess
+
+import pytest
+from click.testing import CliRunner
+
+from rsconnect.main import cli
+from scripts.content_python_versions import content_python_versions
+
+
+@pytest.mark.parametrize("version", content_python_versions())
+def test_manifest_uses_content_python_environment(version, tmp_path):
+    found = subprocess.run(
+        ["uv", "python", "find", "--no-project", "--no-python-downloads", "cpython@" + version],
+        capture_output=True,
+        text=True,
+    )
+    if found.returncode:
+        if "No interpreter found" in found.stderr:
+            pytest.skip("CPython %s is not installed" % version)
+        found.check_returncode()
+
+    venv = tmp_path / "venv"
+    subprocess.run(["uv", "venv", "--python", found.stdout.strip(), str(venv)], check=True)
+    python = venv / ("Scripts/python.exe" if os.name == "nt" else "bin/python")
+    subprocess.run(["uv", "pip", "install", "--python", str(python), "idna==3.10"], check=True)
+    expected_version = subprocess.check_output(
+        [str(python), "-c", "import platform; print(platform.python_version())"], text=True
+    ).strip()
+
+    project = tmp_path / "project"
+    project.mkdir()
+    (project / "app.py").write_text("app = None\n")
+    result = CliRunner().invoke(
+        cli, ["write-manifest", "api", str(project), "--python", str(python), "--force-generate", "--exclude-renv"]
+    )
+    assert result.exit_code == 0, result.output
+    manifest = json.loads((project / "manifest.json").read_text())
+    assert manifest["python"]["version"] == expected_version
+    assert manifest["python"]["package_manager"]["package_file"] == "requirements.txt"
+    assert "idna==3.10" in (project / "requirements.txt").read_text().splitlines()