diff --git a/tests/test_cli_startup.py b/tests/test_cli_startup.py
new file mode 100644
index 00000000..c836793b
--- /dev/null
+++ b/tests/test_cli_startup.py
@@ -0,0 +1,51 @@
+"""End-to-end startup coverage for the interactive CLI entry point."""
+
+from __future__ import annotations
+
+import os
+import subprocess
+import sys
+from pathlib import Path
+
+
+def test_cli_starts_with_fresh_database(tmp_path: Path) -> None:
+    """A fresh CLI session must reach the prompt and shut down cleanly."""
+    config_path = tmp_path / "config.toml"
+    config_path.write_text("", encoding="utf-8")
+    config_path.chmod(0o600)
+
+    env = {key: value for key, value in os.environ.items() if not key.startswith("TURNSTONE_")}
+    env.update(
+        {
+            "OPENAI_API_KEY": "dummy",
+            "TURNSTONE_DB_BACKEND": "sqlite",
+            "TURNSTONE_DB_PATH": str(tmp_path / "turnstone.db"),
+        }
+    )
+
+    result = subprocess.run(
+        [
+            sys.executable,
+            "-m",
+            "turnstone.cli",
+            "--config",
+            str(config_path),
+            "--model",
+            "startup-test-model",
+            "--retention-days",
+            "0",
+            "--no-judge",
+        ],
+        input="/exit\n",
+        text=True,
+        capture_output=True,
+        cwd=Path(__file__).resolve().parents[1],
+        env=env,
+        timeout=60,
+        check=False,
+    )
+
+    output = result.stdout + result.stderr
+    assert result.returncode == 0, output
+    assert "Type /help for commands" in result.stdout
+    assert "Goodbye." in result.stdout
diff --git a/turnstone/cli.py b/turnstone/cli.py
index d9f62a6c..718189f3 100644
--- a/turnstone/cli.py
+++ b/turnstone/cli.py
@@ -1425,6 +1425,7 @@ def main() -> None:
             registry_generation=registry_generation,
             model_alias=effective_alias,
             model_binding=model_binding,
+            ws_id=ws_id,
             tool_search=args.tool_search,
             tool_search_threshold=args.tool_search_threshold,
             tool_search_max_results=args.tool_search_max_results,