Should a parent with young kids try to bootstrap a new startup?


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May 09 2023 65 mins  

In this episode, Justin speaks with Aaron Francis about being a new parent and trying to bootstrap a startup. Aaron argued the other side of Justin's tweet thread: "Wait until your kids are older to start a company." Aaron is well-positioned to talk about this because he has twins and is also bootstrapping Hammerstone with his co-founder Colleen. The whole conversation is a nuanced take on the topic and full of important insights, especially on:

  • the risks involved (especially if you're not working a full-time job)
  • the kind of foundation (mentally, financially, emotionally, relationally) you need to be able to take the risk

Highlights from this episode:

  • (00:12) - Welcome Aaron

  • (01:10) - Topic introduction

  • (02:22) - What's Aaron's story?

  • (05:28) - What is a maximum effort era?

  • (10:56) - What are you willing to sacrifice?

  • (15:17) - What's your daily routine like?

  • (17:30) - Context matters in all of this

  • (28:01) - Are you sacrificing social connections?

  • (30:53) - Blind spots can affect you on your journey

  • (33:23) - Pain vs risk

  • (37:43) - Being on the same page as your partner

  • (41:47) - Going to therapy sooner

  • (43:51) - Building a good foundation

  • (48:51) - Strengths, weaknesses, opportunities, and threats

  • (53:54) - Sometimes it's easier to try getting a better job

  • (01:02:42) - Where can people reach Aaron?


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