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Even if you could afford to not work, would you still want to? I would be okay with going really part-time, like up to 10 hours a week, until I physically couldn't do it anymore.
Depends on what kind of work. Heavy construction and physically demanding jobs wear a body down. The arts and sciences, finance can allow work until you're laid out in a coffin. I worked in healthcare for the last 23 years of my working life. It took it's toll on my body and emotional well being. When where I worked went under, I skedaddled into retirement. I don't miss it. Too many people in retirement now are forced to go back to work just to make ends meet. I have a friend that by no fault of his own other than bad gene's has had his colon removed, hip replacement, whipple surgery to remove a huge benign tumor and now endocrine cancer. He's having to sell his home and will have to live in a small studio apartment to get by. That's our healthcare system and economic dysfunction that a large portion of Americans live as best they can under. Meanwhile I've read even our longevity in our democracy has diminished. We're going backwards in to too many quality of life metrics these days. But if you like to keep busy and make a buck doing it without the stress of just getting by. Go for it.
I would want to rest at a particular point in my life. I wouldn't want to be the guy who is working even when his body could not handle the pressure that it brings. If I am 60 and have set a lot of things the way that I want, the best that I can do is to stop working anywhere.
I have to stop working at some point of my life, let's say by seventy, I would have retired. Maybe I can take a part time job in order not to find it hard staying at home but I won't work until I'm 100, I might not reach that age.