Context filling up is sort of the Achilles heel of CLI agents. The main remedy is to have it output some type of handoff document and then run /compact which leaves you with a summary of the latest task. It sort of works but by definition it loses information, and you often find yourself having to re-explain or re-generate details to continue the work.

I made a tool[1] that lets you just start a new session and injects the original session file path, so you can extract any arbitrary details of prior work from there using sub-agents.

[1] aichat tool https://github.com/pchalasani/claude-code-tools?tab=readme-o...