I feel a little strange about leaving money on the table, but I don’t need any more commitments right now.
@chasingthegoodlife that's a good point- how changing priorities can change where we optimize.
I've definitely gone through a lot of that over the last couple of years and we have crossed a couple of real tipping points.
I have loosened a lot on relentless tracking, and have allowed several big "things" to slide which were huge financial "poor" choices, simply because it wasn't what BCW and I wanted to do, or the headache of dealing with it would have detracted from how awesome our current life is.
2 quick examples, both real estate related.
1) We have travelled a lot over the last 3 years. We likely left over $100k go up in smoke, as our beach front condo is premium rental real estate and we could have easily rented to a top quality renter. We just didn't want to get the place ready, and we just wanted to walk back in the door when we came back.
2) We have a condo in mexico that for a variety of reasons has turned into a dumpster fire. TL, not interested in going into all the details but the shorter version is that while we love the area and the place- but it's going through a crisis. Rather than deal with it, I have been an absent owner, and basically recognize that the value of the condo could easily disappear from our balance sheet and it would have been about the same as a bad in the markets back in April. Bad, but not EOTW scenario. I'll deal with it- eventually.
So these are obvious places where I a not optimized at all :-/
I have thought a lot about this question: how to change money habits, and why I am struggling so much with making some changes...
For me, frugality, a strong sense of value, and a heavy work ethic were essential parts of how I got to FI. But for me, I am recognizing...they’re more than habits — they form a kind of web of thinking (much like the ERE “web of goals”), where each belief reinforces the others. That’s made them durable, but also stubborn.
Take value-seeking. I don’t just like a good deal — I get a sense of rightness and emotional satisfaction from finding one. There’s a moral weight to frugality that runs deep, probably rooted in farm values, Depression-era hand-me-down thinking, and just the general sense that wastefulness isn’t just inefficient — it’s wrong.
Same with work. We crossed the financial threshold a while ago, but I still find myself driven to work hard. Some of that’s for artistic expression, connection, and fulfillment — all good stuff — but there’s also this buried belief that not working is irresponsible, lazy, or even immoral.
So when I try to shift — to not optimize every dollar, to not fill every hour with productivity — I don’t just feel resistance. I feel a kind of systemic backlash. These parts of my thinking aren’t just isolated thoughts — they’re actually pillars of a whole worldview that aren't immediately obvious. Loosening one shakes the whole structure.
I’m wondering if anyone else here has gone through this. If you’ve evolved beyond early-stage FIRE thinking or have tried to reprogram systems that used to serve you but don’t anymore:
How did you do it?
What helped you shift the internal reward mechanisms?
What replaced those old moral anchors when you let go of them?
This feels like one of the deeper challenges of “life after FIRE” — not financial at all, but philosophical.