What could be causing the 404 not found error when navigating to yours apps via authentik

A “404 Not Found” error when navigating to your apps via Authentik can arise from several issues. Here are some potential causes and solutions:

Potential Causes and Solutions

  1. Incorrect URL Configuration:

    • Ensure that the URLs configured in Authentik for your applications are correct. If the application is expecting a specific path or endpoint that is not correctly defined, it may return a 404 error. Double-check the paths in your Authentik settings against those expected by your applications.
  2. Reverse Proxy Misconfiguration:

    • If you’re using Caddy as a reverse proxy, verify that it routes requests correctly to Authentik and subsequently to your applications. Any misconfiguration in the routing rules can lead to 404 errors. For example, ensure that the paths defined in Caddy do not conflict with those set in Authentik.
  3. Middleware Conflicts:

    • If you have middleware configured (e.g., for authentication), ensure that it does not block access to certain paths unintentionally. Conflicts between different middleware rules can cause one service to intercept requests meant for another, leading to 404 errors.
  4. Service Health Check Failures:

    • The “unhealthy” status you mentioned might indicate that Authentik is unable to communicate with its Outpost or other services correctly. This could prevent proper routing of requests, resulting in 404 errors when trying to access your apps.
  5. Domain Resolution Issues:

    • The logs show NameResolutionError for authentik.error-reporting.a7k.io, which suggests DNS issues that may affect external communications necessary for Authentik’s functionality. Ensure that your server has proper DNS settings and can resolve external domains.
  6. Version Compatibility:

    • If you recently updated Authentik or any related components, ensure that all services are compatible with each other. Sometimes, new versions introduce breaking changes or bugs that could lead to such errors. Consider reverting to a previous stable version if necessary.
  7. Logs Review:

    • Continue monitoring logs for both Authentik and your reverse proxy (Caddy) for any additional clues or error messages around the time the 404 occurs. Look specifically for logs related to routing and middleware processing.

Step by step checking these areas, you should be able to identify the root cause of the 404 errors when accessing your applications through Authentik.

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