"Beyond that point, you can forget about aspirational consumer buying of 48-inch flat-panel TVs. You suddenly confront the most existential questions in human life: what do I do with my life? What’s a good life? No one’s forcing me to do anything, so what do I do now?"
Actually long before the point of becoming a startup founder and possibly making to "fuck you money", you can ask that question.
Other options prior to "fuck you money" that I've considered, and having worked in a startup still might make me enjoy my life more (while working at a good "wage-slave job" 9-5)
1) Building a boat. It wouldn't be worthwhile economically, but it sure would be fun.
2) Dropping out of society and becoming a ski bum, and doing absolutely nothing every single day but ski. (did it, it was really fun, but eventually it becomes boring)
3) Working for a big established company on research that wouldn't be possible at a startup (crazy thought I know, but sometimes the big companies actually have advantages)
4) Going down the ph.D. route and becoming a professor
5) Skipping all of it and being a high school teacher and inspiring youth the way I was inspired, and coding FOSS stuff at nights and during the summer
All of them lead to meaningful and fun lives in the manner that working on stupid web app designed to sell some ad impressions so I can make 8 million bucks of "fuck you money" just doesn't, at least for me.
Now a startup that actually changes the world, well I'd do that for a lot of reasons that have nothing to do with "fuck you money".
How about "fuck you living", as in, I get to do what I want and say fuck you to anyone who says otherwise (including this guy), and it has nothing to do with how much money I have in the bank. It all comes down to the decisions you make.