My friends @robwalling and @einarvollset just launched TinySeed, an accelerator for software companies where a successful outcome is a healthy, sustainable business rather than attempting to ride the rocketship trajectory. https://tinyseedfund.com/
I have some thoughts:
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I'm glad that there is some experimentation in this space, and know of at least 3 teams in the MicroConf community which are doing takes on it. It's a natural evolution for entrepreneurs after doing the bootstrap-from-nothing thing ~5 times.
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You get basically 5~10 shots at building a company in your life, and a lot of my peers are discovering simultaneously "Hmm about half of my shots are spent and I want to be really selective about what I do next but oh goodness still want to be involved in ALL THE SOFTWARE."
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And investing has historically been a natural next step for operators in e.g. Silicon Valley; you get to both enjoy vicariously the early days without having to be up at 2 AM anymore, and you get to give back to the community. But bootstrappers have different values/tolerances.
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So I see it as a great thing that there is experimentation regarding the reinvestment and mentoring model in the bootstrapping community as well. And I can't think of anybody I'd trust more on this than Rob; he's the real deal.
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End of conversation
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Most of going from zero to one is $0 to $10M ARR. So counterintuitively if you can get to $10M then you are likely able to keep going, and then at that point founders are best off if they can keep control generally.
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or for investors, if what you bought looks more like a dividend stream than a roulette spin. Get in at a reasonable valuation and in 4-5 years even a moderate success could "return the fund" on every annual dividend check. Software has crazy margins!
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