How I built Rewind — a local-first AI memory layer for developers that records your terminal sessions and lets you chat with your history using Ollama.

I have a bad habit.

I'll spend three hours debugging a nasty Docker networking issue, finally crack it, close the terminal, and then two weeks later hit the exact same problem. I know I solved it before. I remember the frustration. But the commands? Gone. The output that finally made it click? Gone.

I tried shell history. Too much noise. I tried keeping notes. Too much friction — I never remember to write things down while debugging. I tried asking AI assistants, but they don't know what I was actually doing on my machine.

So I built Rewind.

What Rewind does