If I built a company and eventually found myself in extremely high value (ie, 9 figures), I'd be looking to retire ASAP. That would be it. I won capitalism. Time to spend the rest of my life on Maui sipping Mai-Tais on the beach.
Why anybody would want to continue to work when they already have enough wealth to live an extremely lavish lifestyle without working ever again is beyond me.
Is probably extremely boring - I have never had more fun than when solving problems, life without working on something interesting sounds insufferable to me
How long would I be able to sit on Maui sipping Mai-Tais? Getting massages, ... and more ... whatever I want, whenever I want it ... that is a curse actually.
Surrounded by fake people everyone wanting a piece of the wealth trickle down to them.
On a personal experience, I was a lot happier when I bought my first house, a rundown estate that was the cheapest on the street that then I had to work to improve upon it, ended up replacing most inside and out, some parts I learned to do myself - I ended up remodeling it piecemeal but so, so satisfying
My second house is very respectable, newer, larger, technically incomparably better, it is not even the same ballpark ... yet my new house never provided me with the same joy.
Be careful what you wish for.
I'm fairly sure that there are many people like this out there, but for others that just... isn't a problem?
Personally, I quit my last job because I felt like I need to learn some new technology, work on a few personal projects, write blog posts and so on. Since, I've done a little of the above (in addition to improving the security of my homelab and running my own CA), but also took a month off to just enjoy watching videos, reading articles, playing video games, as well as do physical labor around the farm.
And frankly, everything feels enjoyable so far - both intellectually stimulating tasks, physically intensive labor like cutting trees and chopping firewood, as well as passively consuming content, or even zoning out a bit occasionally and having a slow day. Though I can't comment on how long each of those would be satisfying for, that also depends on the person.
I can easily imagine someone enjoying a lavish and relaxed lifestyle and never getting tired of it, though.
With that perspective, the best thing to do is keep on pushing. Despite whatever pain and headache that might bring, it's one act our short lives can use to push against entropy and the dying universe.
If I ever come into such wealth, I'll spend it all solving as much as I can through my direct involvement.
If I ever came into such wealth, I think I'd spend my time going back to college to study linguistics. Maybe document some dying languages. Try to contribute to humanity a bit.
Pet hypothesis: A lot of us say that, not being in the position to. But when you finally exit the working class and are no longer required to work, people tend to work on passion projects instead. Sitting on the beach gets boring after a while.
There is strong correlation between people who find themselves in 9 figures (outside of inheritance) and people who have completely opposite worldview from yours. If you make money to retire to Maui, you will take the first off ramp which allows you to do it which is way before you get into 9 figures.