I have tried Rewind and found it very disappointing. Transcripts were of very poor quality and the screen capture timeline proved useless to me.
Could you elaborate on what was useless about the screen capture timeline?
1. I use a limited set of tools (Slack, GitHub, Linear, email), each providing good search capabilities.
2. I can remember things people said, and I said, in a fairly detailed way, and accessing my memory is faster than using a UI.
Other minor factors include: I take screenshots judiciously (around 2500-3000 per year) and bookmark URLs (13K URLs on Pinboard). Rewind did not convince me that it was doing all of this twice as well.