>It should also be noted that the odds of startup success (to an extent where you literally never have to work again) is quite unlikely. Eh, I mostly agree, if

>It should also be noted that the odds of startup success (to an extent where you literally never have to work again) is quite unlikely. Eh, I mostly agree, if you mean the typical "swing for the fences" kind of startup. But, I think there is awareness of this, for example, the PG essay I linked to a couple messages back mentioned that a 100% chance of a million bucks, to someone without money, is worth a heck of a lot more than a 20% chance at ten million bucks. (obviously, the latter is worth rather more to people who have enough money to amortize out the chances.) The thing is, you don't need to do a swing for the fences kind of startup if you don't want to. Before this latest investment craze, HN was very big on bootstrapping. I've been running my own bootstrapped company for the last decade or so, and while I am right now attempting to recover from some very bad choices, and thus am doing poorly, for a while, it was pretty nice. I had a very flexible life. I have been able to hire nearly all of my siblings, at one point in time or another; as far as spending time with friends and family goes, my company has been quite successful. I was able to work as much as I wanted, or scale back to very little. Being your own business, even if that business is, say, contracting, is one way to get a lot more flexibility out of your life. When my income was mostly selling my own labor, I'd sometimes work for other people one year on/one year off. (Timed so I worked 6 months out of each tax year) Now, I mostly worked on my own stuff on the years off, but the strategy would work just as well if I wanted to work a tax-minimizing half-time schedule. As far as I can tell, it's way easier to get a good-paying part-time job as a contractor than as a full-time W2.