I'm sure you've stumbled on this but the Financially Independent / Retire Early (FIRE) is a pretty cool thread to poke through. My CEO buddy that just sold his company is doing it. https://www.reddit.com/r/financialindependence/
- Not sure if I have enough $$$ to comfortably "retire" - Not sure what I'd do if I stopped working - Not sure what other people in tech/this space do personally