Episode #474 from 3:01:43

Case against retirement

Yeah. I'd love to ask you about this exchange so you can explain to me the whole saga, but so just a link on that a little bit is, I think there's a notion that success for tech founder is like work for a few years all out and then exit, sell your company for, I don't know, hundreds of millions of dollars. That's success. When it seems in reality, when you look at who the people like you, like really smart, creative humans, who they actually are and what happiness entails, it actually entails working your whole life a little bit. Because you actually love the programming, you love the building, you love the designer and you don't want to exit, and that's something you've talked about really, really eloquently about. So you actually want to create a life, where you're always doing the building and doing it in a way that's not completely taken over your life. Mojito Island is a mirage. It always was. There is no retirement for ambitious people. There is no just sitting back on the beach and sipping a mojito for what, for two weeks before you go damn crazy and want to get back into the action. That's exactly what happens to most people who have the capacity to build those kinds of exits. I've never seen, I shouldn't say never. I've almost never seen anyone be able to pull that off, yet so many think that that's why they're doing it. That's why they're sacrificing everything because once I get to the finish line, I'm golden, I've won, I can retire, I can sit back, I can just relax. And you find out that that kind of relaxation is actually hell. It's hell for creative people to squander their God-given creative juices and capacities. And I was really lucky to read the book Flow by Mihaly Csikszentmihalyi early on [inaudible 03:03:39].

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Yeah. I'd love to ask you about this exchange so you can explain to me the whole saga, but so just a link on that a little bit is, I think there's a notion that success for tech founder is like work for a few years all out and then exit, sell your company for, I don't know, hundreds of millions of dollars. That's success. When it seems in reality, when you look at who the people like you, like really smart, creative humans, who they actually are and what happiness entails, it actually entails working your whole life a little bit. Because you actually love the programming, you love the building, you love the designer and you don't want to exit, and that's something you've talked about really, really eloquently about. So you actually want to create a life, where you're always doing the building and doing it in a way that's not completely taken over your life. Mojito Island is a mirage. It always was. There is no retirement for ambitious people. There is no just sitting back on the beach and sipping a mojito for what, for two weeks before you go damn crazy and want to get back into the action. That's exactly what happens to most people who have the capacity to build those kinds of exits. I've never seen, I shouldn't say never. I've almost never seen anyone be able to pull that off, yet so many think that that's why they're doing it. That's why they're sacrificing everything because once I get to the finish line, I'm golden, I've won, I can retire, I can sit back, I can just relax. And you find out that that kind of relaxation is actually hell. It's hell for creative people to squander their God-given creative juices and capacities. And I was really lucky to read the book Flow by Mihaly Csikszentmihalyi early on [inaudible 03:03:39].

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Case against retirement chapter timestamp | DHH: Future of Programming, AI, Ruby on Rails, Productivity & Parenting | EpisodeIndex