Based on the provided knowledge sources, I don't have enough specific information to directly answer your question about the causes of a 501 status code for the /health/alive endpoint or the "Access request denied because roundtrip failed" error in Oathkeeper logs. However, I can provide some general insights related to Oathkeeper's health checks and potential issues: 1. Health Check Endpoint: Oathkeeper has a /health/alive endpoint that should typically return a 200 OK status when the service is functioning correctly. As mentioned in the [Oathkeeper API Reference](https://www.ory.sh/docs/oathkeeper/reference/api), the /health/alive endpoint: "This endpoint returns a HTTP 200 status code when Ory Oathkeeper is accepting incoming HTTP requests. This status does currently not include checks whether the database connection is working." 2. Potential Issues: While I don't have specific information about a 501 status code, some general issues that could affect Oathkeeper's health or cause access request denials include: - Configuration problems - Network connectivity issues - Resource constraints (e.g., memory issues) - Upstream service failures 3. Debugging Steps: To troubleshoot these issues, you might want to: - Check Oathkeeper's configuration - Verify network connectivity - Examine resource usage - Review logs for more detailed error messages 4. Log Analysis: The "Access request denied because roundtrip failed" error suggests there might be an issue with Oathkeeper's ability to complete a request cycle. This could be due to various factors, including network problems or issues with upstream services. For more detailed troubleshooting, you may want to consult the [Oathkeeper documentation](https://www.ory.sh/docs/oathkeeper) or reach out to Ory's support channels with specific log outputs and configuration details.