Another perspective: can parents bootstrap?

hey, here's a few thoughts from today

That last email (and this blog post and this tweet thread) elicited a lot of responses.

It tuns out, many of you are parents thinking about bootstrapping (or are already in the process)!

One of the people who reached out was Aaron Francis. He's the father of two-year-old twins, a full-time employee, and he's bootstrapping Hello Query on the side (with co-founder Colleen).

We recorded our conversation as a podcast episode. You can listen to it here:

🖥️ Transistor web player
🍎 Apple Podcasts
🟢 Spotify
🌥️ Overcast

Aaron argued the other side of "wait until your kids are older to start a company." I think the whole conversation was nuanced and full of important insights, especially around:

  • the risks involved
  • the kind of foundation (mental, financial, emotional, relational) you need to be able to take the risk

Here's a video teaser: https://youtu.be/eG0mcg3syZs

I'd love for you to listen, and let us know your thoughts. You can reply to this tweet, but you can also just hit reply to this email.

Cheers,
Justin Jackson

PS: I'd also like to expand on this blog post. What are the conditions that should be met before you start bootstrapping with young kids? I've started a thread here on Twitter if you'd like to reply to that.

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Justin Jackson
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May 10th 2023
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