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Ask HN: Buying Yourself a Job

I got lucky some time back and got an IPO exit that means I don't really have to work any more, or at least can make a lot less in exchange for doing something I love. I've tried starting a couple companies, but finding PMF is hard and my experience has always been more scale-up. I've done a bit of consulting, but it's a lot of work and not necessarily what I'm best at to find and maintain customers. I've considered buying a coffee shop or maker space or something and just hanging out with my customers for a living, which sounds nice in theory, but a lot of people will say dont do this because you're just buying yourself a job, and I can see that. Ive also tried to work jobs at smaller companies where I'm significantly underpaid, in theory in exchange for a little more freedom and more ability to make a difference, bit eventually that gets a bit boring.

My question basically boils down to, for those who don't have to work but enjoy working, what have you found to do that worked out that felt like it gave you some rewarding purpose, and maybe let you earn enough to break even until actual retirement age?

46 points _teyd 3 years ago 51 comments

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