Hm, I just keep a folder called something like `status_docs/` in any project I work on and I create a new file in that folder any day I'm working on a project that's dated (e.g. `project/status_docs/2026_06_21_status.md`). It's basically a project diary that both me and the LLM can reference.

I have the LLM at some point in the day while working on the project create that file with all the relevant context. And then I'll periodically have it update that file (often before I compact the context window, or before I switch to a new task). And then I just have the LLM update it whenever I'm done working on the project for the day.

Then no matter what, if I come back that project again a day later, a week later, a month later, whatever – I just literally point a fresh session at the most recent status doc to help both me and the LLM orient ourselves to the work at hand. What's really nice too is having it reference the status docs from previous days to help orient it for creating the new status doc for the current day.

I've been doing this informally for probably over a year now, and have started formalizing it so I do it with every project. It's been a big help to me personally given all the context switching between projects I've been doing more and more since using AI coding tools.