Capture delegated child-session retry context before the first prompt so fallback recovery still works when session history is empty. Align background and sync launch paths around the same bootstrap contract, clear session-scoped fallback state on every terminal path, and lock the behavior with regression coverage for first-prompt retries, exhaustion, isolation, and cleanup.
Ultraworked with [Sisyphus](https://github.com/code-yeongyu/oh-my-openagent)
Co-authored-by: Sisyphus <clio-agent@sisyphuslabs.ai>
YeonGyu-Kim