It is largely mentality. Both for the initial plan and execution of saving up (and trying to do it fast, e.g. in 5-10 years) and then pulling the trigger and quitting. I pulled the trigger in late 2020 based on somewhat optimistic forecasting (more than the 4%/5% rule of thumb) that I might have enough for it to be indefinite at steady expense levels. TBH rocky markets this year have had me feeling like it'd be nice to have a steady income instead of only outcome (and I should have bought property/gotten a low interest mortgage on something before quitting) but the feeling hasn't been strong enough to make me actually take any steps towards that, and anyway dollar-wise I'm still overall above where I was when I quit. I don't really know if I'll "never work again" (unless forced, and there are several forcing functions I can imagine apart from the market performing much more poorly than expected) but I can easily see myself enjoying the rest of this decade not working, maybe dabbling in some side income gigs eventually, and only getting back into full time employment stuff if I really want to in my 40s. As a man in a knowledge field my "prime earning years" are probably in my 40s-50s anyway, while until aging is solved my physical body's not getting younger.
I wonder what sorts of things influence the mentality. I've been reading Walden here and there recently, I remember being forced to read some of it in I think junior high, I suspect at least a little influence lies there but there's no better trick to make kids dismiss a book's messaging than to force them to read it in chunks via some textbook and then be quizzed. "The mass of men lead lives of quiet desperation." "This spending of the best part of one's life earning money in order to enjoy a questionable liberty during the least valuable part of it, reminds me of the Englishman who went to India to make a fortune first, in order that he might return to England and live the life of a poet." "Yet some, not wise, go to the other side of the globe, to barbarous and unhealthy regions, and devote themselves to trade for ten or twenty years, in order that they may live -- that is, keep comfortably warm -- and die in New England at last. The luxuriously rich are not simply kept comfortably warm, but unnaturally hot; as I implied before, they are cooked, of course à la mode."
Of course by Thoreau's standards I'm positively roasting and happy about it, and I think 10 or even 20 years at a career is more than a fine tradeoff if that's all it takes to secure a retirement. As a teen I remember thinking I'd be happy enough to avoid having worked for 40-ish years straight like most of the adults around me had done/were doing (some of whom died right before or after their retirement age goal, too).
Regarding Walden and the "have to read it in high school" - I recently came across it again while playing Dear Reader ( https://www.dearreadergame.com )
If you've got an iDevice with Apple Arcade, it's something interesting to play.
It uses books that are now in the public domain that are twisted into games of word order, spelling, and passages that make you read the abridged version and to an extent, force/encourage you to become familiar with the words to better play the game.
Meaning it would have been easier to with a demonstrable income stream? Or just incidentally, due to macro stuff and time raising interest rates over that same period
Both, though the latter is a bit mixed up with more wishful thinking like "why didn't I invest everything in Apple in [early year]". Life's too full of those to really regret individual ones too much though.
I figured I'd be ok liquidating ~$300k max for a cash purchase and skipping the mortgage, though if needed it's possible to get a delayed financing loan after, and at least a HELOC. But spiking prices everywhere made that more difficult or impossible in certain areas. And even if something is 'affordable' at say $265k, I find it hard to stomach the idea of paying that much when I think it is (and 2019/2020 records show was) worth only about half that. (In 2014 I actually had legal control of a house but opted to get rid of it, it had been refinanced and it took months to find a buyer at $170k to zero that out. Earlier this year zillow estimated it could fetch $420k, which is absurd to me knowing all about it, but seeing actual sales in the area I believe it.)
I wonder what sorts of things influence the mentality. I've been reading Walden here and there recently, I remember being forced to read some of it in I think junior high, I suspect at least a little influence lies there but there's no better trick to make kids dismiss a book's messaging than to force them to read it in chunks via some textbook and then be quizzed. "The mass of men lead lives of quiet desperation." "This spending of the best part of one's life earning money in order to enjoy a questionable liberty during the least valuable part of it, reminds me of the Englishman who went to India to make a fortune first, in order that he might return to England and live the life of a poet." "Yet some, not wise, go to the other side of the globe, to barbarous and unhealthy regions, and devote themselves to trade for ten or twenty years, in order that they may live -- that is, keep comfortably warm -- and die in New England at last. The luxuriously rich are not simply kept comfortably warm, but unnaturally hot; as I implied before, they are cooked, of course à la mode."
Of course by Thoreau's standards I'm positively roasting and happy about it, and I think 10 or even 20 years at a career is more than a fine tradeoff if that's all it takes to secure a retirement. As a teen I remember thinking I'd be happy enough to avoid having worked for 40-ish years straight like most of the adults around me had done/were doing (some of whom died right before or after their retirement age goal, too).