Some trivial suggestions:
- becoming a monk
- begging for food
- steal for food
- roam the open land and life with the animals and eat what nature provides
- die
Some of these are not really attractive, but they show how it is possible to life in a way where you can truly not think about money.
But making the "not wanting to think about money" much less strict will also work.
"you have to have enough of it for your expenses to be paid on autopilot" Having a job helps here. If it makes enough money, you don't need to think about it.
"enough to retire on" Solutions:
- having kids
- gamble that pension is enough
- delegate your future problems alltogether to your future-self
- never stop working
If you truly don't want to think about money, "enough to retire on" wouldn't be a concept for you anyway...
And so, if you care about eating (by being paid, by having a job), and you work for startups, you have to think about a bunch of things like improving your resume, paying attention to the company's ups and downs, etc. ...because you need to be able to recover from your money-source disappearing out from under you. You can't really just join a startup and "drift along" doing your job, the way an employee of a bigcorp can.
Whoa, no. I've had 3 over the last five years. Total expense of well over a quarter million so far, and we live in a fairly cheap city in flyover country.
[EDIT] small expenses that nevertheless add up to several thousands over the first 5 years: clothes, diapers, food, formula (YMMV), toys, furniture (cribs, beds, dressers); large expenses: housing (need more space and in decent school district, both = $$$), cars (3 kids basically = at least one van required, no getting by with only tiny, cheap cars), medical, lost wages of wife staying home for ~1.5yrs, daycare/school after that.
[EDIT] by which I mean we could spend more to improve their prospects and educational outcomes, especially on housing or directly on school itself. The sky's the limit on that stuff, at least until you reach absurd levels of wealth at which point it does taper off (i.e. it becomes easy to afford the very best, and there's nothing more expensive than that)
having kids can be a good reason to change that attitude.