How much would you need to quit your current job and do whatever you want? Would you need enough to maintain your standard of living? Or would you be OK with a lower standard of living, but no job and (some) financial security? Or to take a low paying job, but do something you're truly passionate about and not worry about the $$? Let's assume you get one check, can choose to pay taxes if you want, or become a tax-felon-expat My number is always shockingly low to other people, but I also don't think I'd remain in the US. Go to SE Asia/Africa/S America and live for like a fraction of the cost of living in the US. I always think like $750K to $1 mil--that would allow me to pay off my mortgage and rent out my place for a pretty steady passive income. Can live like a king in SE Asia, or somewhere similar, for like $30-40K/year. Invest a few hundred thousand for like a 3-4-5% return, or buy some more property and become an expat slumlord. So yea, I'd take $750K right now, quit, and be in a different country within a month or two. Work at a hostel or something in the mountains during the summer, go to a warm beach for "winter." If I was to stay in the US, it would have to be a lot more.