I think I know what you mean. I've hit a phase where time spent at work feels like wasted time, since it's not time I got to spend doing something I wanted to be doing. Which is really contrary to the usual philosophy that time not spent money is wasted.

I've switched jobs gone back to school etc, but no matter what once something becomes a mandatory routine that time feels like a waste. I'm starting to really value and cherish the seconds I actually have control over.

I took 9 months off work (well kinda I did some freelance shit but I mostly got to not work). I did eventually get bored but it took 6 of those 9 months to actually get bored lol. It may have been different if I had enough money to do whatever I wanted but, I had enough to survive.

Yeah. I don't necessarily even want to retire right now, it's more that hanging axe feeling that I'm never going to be able to, between decreasing purchasing power and increasing age requirements for retirement benefits. Makes it hard to get motivated to work knowing I'm going to have to keep doing it until I'm in my grave.