I have four rentals. Each cash flows about net $300-500/mo or <$22k/yr. ($750k value w approx $280k in equity.) In hindsight, I would have preferred to VTSAX and chill. I hire a property manager so I am not very hands on, but if/when something does happen, it wipes out entire year earnings. Ex: replacing windows…easily $4k. Turnovers and needing to renovate the place after 7 years… $15k.

Yes and yes, but recovering from a sports injury so am not able to be super active right now. Catching up on a lot of books and shows though! :)

I think I’d feel more comfortable spending if I built more cushion by working another 2-3 years. I have so much fear that I’ll run out of money despite my calculations showing I’m okay as is. I feel like the lack of social engagement is/will be an issue. All my family and friends are still working and I don’t always want to hang out every weekend either. I miss talking to my coworkers about things I know really well. Now that I think about it, maybe I’m missing intellectual stimulation…?

I FIRE’d March 2023. The first two months I felt really free. I traveled quite a bit and connected with a lot of people. But now that the dust has settled, people no longer seem to care or reach out as much. I’m starting to self-doubt and am sometimes worried if I killed my career. What if I can’t find another job if I need to? What if I get bored? I still check my accounts often and need to remind myself that it’s better to be frugal and bored than working and miserable. :)