Handle edge cases in logging

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

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

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

No files, tests, or specific handler edge cases are named. Start by locating the logging and handler entry points, then review existing error paths and reproduce the reported cases; done means the relevant failures produce descriptive messages and the associated checks pass.

Written by the indexing model from the issue text.