Yup. I've (so far) concluded that the way to frame it is "If I were to go today, would I be — on balance — happy that I've done what I could with what I had?".

Yup. I've (so far) concluded that the way to frame it is "If I were to go today, would I be — on balance — happy that I've done what I could with what I had?". Life is a partial knowledge game. Everything is a bet on some future outcome, whether it is "will I enjoy this menu choice in 5 minutes?" or "will this education/career choice make me healthier/wealthier/sizer in three decades?" We live in times where we can more reliably live 8-10 decades and have a plausible chance of living long enough to see substantial healthspan extension science to indefinite lifespans, yet we could also not see the next sunrise... So, it's just as valid a bet to go all-in on the Hedonic treadmill or organize every hour around life extension, or anything in between. Enjoy it all now and be hated by your future self (unless you're lucky like Keith Richards, still rockin' at 79), or spend less-enjoyable effort now and enjoy being in shape later, etc., etc., etc. It is all place your bets, take your chances... (& we can often change course later as we learn about life and ourselves). I first saw tacked to a door in a rock climbing school, one of my favorite aphorisms: Good judgement comes from experience. Experience comes from bad judgement.