Hacker News Re-Imagined

Five Years a (Bootstrapped) Founder

  • 92 points
  • 8 days ago

  • @rmason
  • Created a post

Five Years a (Bootstrapped) Founder


@codegeek 8 days

Replying to @rmason 🎙

As a bootstrapped founder, the whole post resonated a lot. In fact, I felt like I was him in many situations that he was describing (e.g. something breaking on a Friday with angry customers while your wife is pissed at you for not helping her with stuff).

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@dougSF70 8 days

Replying to @rmason 🎙

Bootstrapping is tough, especially when you finally build a product and get a paying customer only to read about founders raising $mn without an MVP. Comparison with FAANG jobs are meaningless to some degree because the value of freedom and creating a business is so much greater than the value of a comp package. Also, corporate BS. As a founder you only have to deal with your own BS!

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@tomdekan 8 days

Replying to @rmason 🎙

Really enjoyed reading. This also resonated with me as a bootstrapped founder.

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@eatonphil 8 days

Replying to @rmason 🎙

Great read, thanks for sharing. Particularly reading about founder stress is cathartic.

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@jasfi 8 days

Replying to @rmason 🎙

Definitely, an MVP of a broader vision might get a "who cares" reaction. However, how much time/money will it take to get to the broader vision? There's no simple answer.

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@ilamont 8 days

Replying to @rmason 🎙

The opportunity cost is a big deal, and will gnaw at you the longer you're bootstrapping (+ consulting, which is typical) without making up the difference with sale of the company or an even bigger salary.

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@gnicholas 8 days

Replying to @rmason 🎙

> Giving everybody equity on the same terms as the founders

Do most employees want the sort of high-risk, high-reward equity that founders have? I would think employees wouldn’t want to have so much risk, especially because they don’t control the company.

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@_benj 8 days

Replying to @rmason 🎙

Thanks for sharing that story!

I’ve been using outseta (free) for the last couple of months as I build a product using it and it has been pretty straightforward, and has really pushed me from my inefficient “build-it-yourself” to “just buy it and save months of development work!”

I find really interesting how you found out that most of what you do is customer support instead of marketing, since for me marketing is the thing I don’t know how to do, and honestly the thing that terrifies me… :)

Good luck in the rest of the journey!

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@TameAntelope 8 days

Replying to @rmason 🎙

I wonder what percentage of "bootstrapping" ends up being a fear of diving into the world of venture capital rather than a rational choice that makes the most sense for a growing organization.

There's a simplicity to bootstrapping, for sure, but how many bootstrapped startups could, objectively, grow faster and meet their goals more easily with outside funding?

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