Nice work - the daily-log-first approach resonates. We hit the same "re-onboarding Claude every morning" problem and went a different direction with MemoryLane (https://github.com/deusXmachina-dev/memorylane): it sits in the background capturing your activity (screenshots + OCR + summaries) and makes that context available to any AI chat via MCP.
Different tradeoff - Total Recall is curated (daily logs) and lean, MemoryLane for now captures broadly and relies on search to surface what's relevant. I think they are complementary: your write gate keeps project knowledge tight, broad context with search fills in the "wait, what tab/webpage was that" gaps.
We applied to this batch (YC S26), still waiting on Apple notarization before a wider release. Happy to chat if anyone's curious about the screen-context approach.
Thx! Also, interesting approach on your end. The screen-context angle solves a different problem than what I was going after, but I agree they're complementary. Curated project memory and broad ambient capture serve different retrieval patterns. Good luck with YC!