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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@mijustin
May 10th 2023
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Older messages

Can you bootstrap a business if you have young kids?

Saturday, May 6, 2023

hey, here's a few thoughts from today As a parent of older kids (ages 13-20), I've been reflecting on the challenges of bootstrapping a business while raising young children. I tried building

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Wednesday, April 26, 2023

People leaving Twitter. Plus: we hired someone! (And my wife is helping me build a studio) ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌ ‌

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Wednesday, April 5, 2023

hey, here's a few thoughts from today If you have a small software company in the USA, your taxes could go up by 466% this year: "Just got our taxes done. I lied. Section 174 increases our

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