Run initial retention checks regardless of host uptime

tests/test_retention.py

@@ -151,3 +151,24 @@ def test_cleanup_option_requires_random_photo_job():
             source={"type": "template", "template": "quote"},
             cleanup_unstarred=True,
         )
+
+
+def test_first_cleanup_runs_after_recent_host_boot(
+    client, service, settings, monkeypatch
+):
+    image_id = upload_random(client, service, settings)
+    due(service, image_id)
+    monkeypatch.setattr(
+        "pigway_frame_flow.display.retention.time.monotonic", lambda: 120
+    )
+    service.retention.sweep()
+    row = service.db.one("SELECT * FROM image_retention WHERE image_id=?", (image_id,))
+    assert row["cleanup_operation"]
+    assert service.retention.checked == 120
+    service.retention.sweep()
+    assert (
+        service.db.one("SELECT COUNT(*) AS n FROM operations WHERE action='delete'")[
+            "n"
+        ]
+        == 1
+    )