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I'm closer to retirement age than the beginning of my career. Some of my age peer friends are already retired, and many of them could be if they wanted to. It's not even on the radar for me. I'm a bit envious, as I'd love the freedom to be done for life, and to be able to take or leave work as I please.

The flipside is that I've taken a lot of time off along the way. I've taken whole years off between many jobs, I've traveled a lot, and I've spent a lot of time just doing nothing. I have some minor regrets about not making better use of my time between jobs, but I don't have regrets about taking the time off. I would have gone insane if I had worked nonstop for 20-30 years, only taking a couple weeks of vacation a year.

If I were really passionate about the work--especially if I'd launched my own business--I might not have felt burnt out or wanted time off. But I never wanted to bust my ass just for the sake of working hard, or for some nebulous future goal (although that future is now my present). If health or something else prevents me from enjoying life as much in the future, at least I've got memories of the past.



You remind me of a coworker I had four a couple of years. He and his wife were both extremely competent and well-compensated programmers. Their lifestyle was basically "work for two years or so, save up a bunch of money, then quit and wander the world doing whatever they liked until the money ran out, repeat." I've thought about them several times. Some part of me is really, really uncomfortable intentionally living off of my savings for a prolonged period, but I also sometimes wonder if they haven't figured out something important that I haven't.


15y ago I met a guy who was specialized in repairing escalators. So what he did was repair some escalators in the city, and then he spent some weeks or even months motorbiking with his buddies. When money ran out, there was always a broken escalator to return to. Obviously he was so certain he would find work that he didn’t feel the need to save up any money.


That's awesome and you don't have to take it to that extreme. Right before covid I took a 3 months break after my last contract as independent consultant. Traveled in South America with a backpack and it was awesome. These 3 months feel (fill) in my memory so much longer than the year and a half of covid. Can't wait to do that again once travelling is easy again. Only issue is that when I came back I needed a more meaningful work meaning that I'm not independent anymore. But I'll trade that off again and repeat happily


> intentionally living off of my savings for a prolonged period

For most people, this is what retirement means, no? So one way to think about it is they are trading off time, and doing some things while they were young and sure to enjoy them.

The flip side is I have known people who never took a 'real break' and worked doggedly until 65 or whatever, then found a few years later health issues constraining what they could do.


That was my parents. Both worked into their late 60s. Both dead before 75. The amount of retirement they even had a chance at enjoying amounted to about three years.




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