Here are some questions that I find myself pondering from time to time as I code. To those who have achieved "FU money" (I use this term loosely):
* Has your life changed in unexpected ways?
* Has there been any change in the way you interact with strangers?
* Has the number of things you have to endure increased or decreased?
* And is "FU money" all its cracked up to be? e.g., is your life an order of magnitude more enjoyable now, or is it pretty much the same etc?
Life doesn't get an order of magnitude more enjoyable, because you still can't buy your way out of the most serious types of problems, but a lot of annoyances are removed.
The best part is what I thought would be the best part: not having to worry about money. Before Viaweb I'd been living pretty hand to mouth, doing occasional consulting. It felt like treading water, in the sense that while it wasn't hard, I knew in the back of my mind that I'd drown if I stopped. Getting rich felt like reaching the shore.
One thing you learn when you get rich, though, is how few of your problems were caused by not being rich. When you can do whatever you want, you get a variant of the terror induced by the proverbial blank page. There are a lot of people who think the thing stopping them from writing that great novel they plan to write is the fact that their job takes up all their time. In fact what's stopping 99% of them is that writing novels is hard. When the job goes away, they see how hard.