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15 years in running a tiny micro agency (me and my wife), working with non profits. Still looking ok right now, and I still love it and my clients who are ace. I’m mainly a PM though with hacker-developer tendencies. Hoping my sector hold together for another 10 years. I’m 53 so that’ll do it. We’ve been relatively sensible over the years, good work / life balance and our children (now adult and left home) know who we are. So that’s the main job done :-)
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Agreed this is one way to go. But tbh, I'm not sure if I've lost the passion for tech as much as rather spend my time doing other things like be with my kids, travel, ect. Also, take better care of my health and be more active. We'll see if there's a desire to keep the sword sharp but I don't expect that for some time after I retire.
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I have had multiple years of good times like those. But eventually it always comes to an end from my experience. Usually because the business is not doing as well eventually.

I think you can get lucky and be in those good environments for longer (looks like you got lucky for 11 years) but by the nature of capitalism and competition those things never really last.

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Oh it's definitely sink or swim, and you always have to be setting up the next thing while working on your current thing. It's a big part of why I got out - I'm much happier with a more stable situation. It's all about tradeoffs, how much you can stand the stink of corporate BS vs the downsides above.

And I will admit that the mid 2000's to roughly 2020 was a pretty good time to be in that mode. I haven't freelanced since 2019 so I might just be talking about good times that are gone now - it does seem like a tough world out there right now, but I bet there's still plenty of niches to be found.

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