Developed a healthcheck connectivity error reporting enhancement for the Snowflake-Labs/sansshell repository, focusing on backend development and network programming using Go. The work involved refining the healthcheck command to wrap proxy-to-target connectivity errors with contextual information, resulting in clearer and more actionable error messages for diagnosing connection issues. By expanding healthcheck messaging to display connectivity statuses for both proxy and server, the changes improved observability and supported faster triage. The implementation isolated updates to the healthcheck logic, maintaining existing performance and compatibility while enhancing error handling. This targeted feature addressed ambiguous connectivity errors and aligned with broader reliability objectives.