Support retry configuration

**Problem**
When working with lib, 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 inspecting the lib directory and existing error-handling paths. The issue does not identify the retry configuration interface, affected commands, or tests, so first clarify the desired retry behavior and detailed error messages. Done should include an agreed scope and corresponding validation for the affected behavior.

Written by the indexing model from the issue text.