Improve error messages in routes

**Problem**
When working with middleware, the error messages could be more descriptive.

**Suggestion**
Improve error handling and add detailed error messages.

**Context**
This would help with debugging and maintenance.

Start by locating the route and middleware handling referenced in the issue and trace how errors are currently reported. Determine which middleware failures need more context, then verify that the resulting messages are more descriptive and useful for debugging and maintenance.

Written by the indexing model from the issue text.