If I may do some advertising, I specifically disliked the timeline in Rewind.ai so much so that I built my own application https://screenmemory.app. In fact the timeline is what I work on the most and have the most plans for.
I would probably not consider using it, and it's likely due to these factors:
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.