It's tricky to know when to get off the money making merry-g-round sometimes, and the years can just roll by you.
I had a customer like that, she had saved all her life and planned to travel when she retired. But she'd had polio when she was younger and ran into physical limitations as she got older, so sadly, she only ever went on one overseas trip and that was to the Great Wall of China.
My friend and his wife retired a few years ago and now spend a lot of time travelling. Some of it makes sense, but some of it just looks a bit like, why? Why fly all the way to Portugal to rent a place for 3 months.. they didn't seem like they had an exceptional time. My friend says "well, got to spend the money as don't know when you're going to go (expire)" .... fair point, but he could maybe have quit his job a few years earlier.
Myself I ended up in a bit of a 'how long should you stick it out' scenario with my house that I bought 16 years ago. It's in a HCOL city and about 7 years ago the city government started to talk about up-zoning the area. But at the time I was about ready to sell and move closer to family. But the carrot now dangling in front of me was the huge upside if/when/perhaps the city up-zoned my house.
But it's now gone on for 7 years. To complicate things, early on we had a great offer off a developer, then that fell through, but the 'possibility' of it happening 'soon' was there. But then delays from the city, more delays, delays for environmental reports, groundwater level issues, public consultations x 4....
It made it really hard to jump off that merry-go-round.. because I don't have a ton of money saved up. I raised my kid on my own, travelled all over the place when I was younger, time as an artist, general money mis-manager in my earlier years.
But I could actually have sold the house about 3 years ago at the height of the market and moved near family, invested the rest and lived a life without the gnawing anxiety of feeling like I'm wasting time in the pursuit of something that might or might not even happen.
I look around me at the people I know, and I know mostly an artist/musician/dreamer crowd, and many of them enjoy life on a lot less.
One guy I know is travelling Asia for 6 months, doesn't spend a lot and seems to really enjoy a simple life. Another I know is in Vietnam and bought a used motor scooter and seems to be enjoying life. A guy I know who is a sculptor spends winters in Nicaragua on the beach. None of them spend a lot of money, but they seem to be living it up.
My own father who passed away 5 years ago, he never really saved much for retirement, but he had a bit of a pension and he lived a life of playing live music in Germany and then $40 flights on Ryan air to England where he lived in a house laid on to him by the government.
At his funeral everyone talked about what a big and full life he'd lived, but he didn't have a lot of money. As a side note when he was on his way out he had old girlfriends from all around the globe face-time him blowing him kisses and crying... now that's another kind of wealth, a wealth that money can't buy.
In 2025 I'm selling my house and I'm going to focus on being near family, friendships, health, travel only if It's for my own carefully vetted reasons, less of the anxiety that I've felt from living this life of not following my heart and instead following this nauseating up-zoning possibility carrot... to be real that is going to pay of big time in 2025, but it's a F'ed up kind of way to end up, sure the pay out will be great but the mental gymnastics I've had to do with myself has been really taxing on my well being and happiness.
We all know there's a price we set for working. We wouldn't want to work for less than what we are worth. But the other parts of life that we just give away... gone and not valued in the way that they should have been. Sacrificing health is a big one, time spent away from loved ones, doing things for money that fuck with your head.