161 karma · joined December 18, 2015
You do have to interview & negotiate well, and keep your skills sharp, and I'd bet that I'm about at the ceiling of what's possible as an IC. But now I've transitioned into management and all those startup exec positions are theoretically open. :-) There is always somebody making buttloads of money in the economy; if you want it, figure out who it is and how to make yourself useful to them.
https://news.ycombinator.com/item?id=10760918
(Plus $630K in 2020 and about $900K in 2021.)
Bottleneck is that the market moves on in the time you spend pivoting, and eventually your inside information about what's hot and what's worth building gets stale, along with your technical skills. I know a number of other entrepreneur/retirees in the same boat - 5+ years working on various ideas, often after having a previous exit - and it never seems to result in a big company.
Probably not by much. All I really wanted was a basic place to live, enough food on the table, and a reasonable expectation that that'd continue into the future. My job was already doing what I would do for fun beforehand.
"Would your experienced well-being in 2020 be lower if you were making $100K/yr?"
Yes, because those things - food & housing security - are increasingly precarious on $100K/year now. You can still live on $100K/year in the Bay Area, but you're a couple years of rent increases from being priced out, and forget homeownership.
I know that my subjective well-being was higher with an income of $100K in 2008 than it is with a half-mil+ in 2020. Why? Because the social system around me wasn't crumbling. Pre-GFC it was hard to imagine the degree to which your fellow Americans could end up hating and distrusting each other. $100K/year was a very respectable upper-middle-class income that could buy a house and have plenty left over for savings.
Now, you can be making a couple million a year and only be worrying about who's about to take it from you or whether your assets are going to be worthless in the next financial crash. You're certainly better off with that couple million than without it, though.
What'd I actually do? Found a series of startups, none of which went anywhere. Fiddle around with technology, and learn some new technologies. Fret about how I wasn't being productive enough. I didn't read all that much - I read much more when I was in college. I got out of shape.
I have a friend who retired at a similar age who said "One of the worst parts about having money is realizing that most of your problems were not because of money in the first place, and then having to face them." Retirement removes a lot of constraints, but that also means that if you're still unhappy with your life, it's because of you and not your boss or employer.
5 years at Google, plus living cheaply (at least as much as possible in Silicon Valley).
Stock compensation benefits anyone who holds stock in a company that grows unexpectedly. The meme that it's worthless is because many startups don't actually grow. However, if the company isn't growing, why are you even working there?
Many of my coworkers would auto-exercise-and-sell their options immediately as they vested. If I'd done this then it would've added between $15K-$60K for each of the first 5 years, but the last year would've been about $130K instead of $350K (I benefitted significantly from the stock price appreciation of GOOG, even if I did screw up nearly everything tax-related).
I left Google because five things happened within a year or so: #1 I started feeling bored at work #2 My existing project ended and I couldn't find one that really excited me #3 I passed a million bucks in liquid net worth #4 The outside tech world started entering what seems to be a period of high uncertainty and #5 I started thinking seriously about marriage & kids and realized I only had a few years left. So, in the spirit of YOLO and with immediate financial concerns taken care of, I figured it was time to do some things I'd always wanted to do.
I spent 5 years at Google. My AGI (as measured by the IRS) during my time there went $130K, $200K, $280K, $280K, $300K, $356K (for my last 5 months there...it also includes unexercised stock options for the last 5 years, though). The bump to $280K was upon promotion to senior SWE; the one to $200K was largely because of a generous stock refresh grant.