The Trail blog

Field notes from working with coding agents

What breaks when an agent runs your project for months: the context that does not survive the session, the loose ends nobody wrote down, and the record of who actually changed what. Written while building Trail.

Memory and context 9 min read

todo.md Works Until the Third Session

The four ways a todo.md file breaks once a Claude Code project runs past one session, and the three properties whatever replaces it actually needs.