Error messages should provide clear, actionable information that helps users understand and resolve the problem. Each error should: 1. Include specific context about what failed 2. Explain why it failed 3. When applicable, suggest how to fix it Example of improving error messages: ```rust // Instead of: #[error(transparent)] ManagedPythonError(#[from] managed::Error), // Prefer: #[error("Failed to discover managed Python installations")] ManagedPythonError(#[from] managed::Error), // Even better with context and remedy: #[error("Failed to authenticate with {url}")] #[error("hint: Check your credentials or configure authentication using UV_INDEX_{index}_USERNAME")] AuthenticationError { url: String, index: String } ``` When designing error handling: - Use specific error variants instead of returning Ok(None) for expected failure cases - Include relevant context (URLs, file paths, version numbers) in error messages - Add hints or help messages for common failure scenarios - Distinguish between different failure modes (e.g., missing vs invalid credentials) - Keep error messages focused on the user's perspective rather than internal implementation details