+1 pick 3. You need to extrapolate this out 5 years and realise you're throwing away a 1 mil+ because things suck right now (future comp, promotion, bonus, etc). Tough spot right now for non-profits too since people are tightening things up re: inflation/war.

The trouble with option three is that the only was to stay at this salary level is to stay in the world of big tech companies, and 90% of my unhappiness is because I'm at a huge company.

I'd love it if I could find a 20-person startup that could match my current salary, but that's just not very likely.

I agree that making $300k+ at a small company is a big ask (though it might be possible in the Bay Area). But $200k is achievable at a small company (<100 employees) even for remote workers. So I am sure that there are options in between the two extremes you’ve mentioned if the nonprofit’s mission isn’t very important to you.

I burst out laughing reading this. I agree 100%. You have three options, but only one right option ;-)