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Скачать или смотреть Building a bootstrapped exit with Matthew Grant | Bootstrap Confidential | Ep.390

  • InsTech
  • 2026-01-23
  • 16
Building a bootstrapped exit with Matthew Grant | Bootstrap Confidential | Ep.390
bootstrappingbootstrapped startupstartup founderbusiness exitstartup exitentrepreneurshipfounder journeybuilding a startupprofitable startupsustainable growthsmall business growthstartup strategystartup advicefounder lessonsB2B startupsbusiness leadershipbusiness podcasthow to start a businessinsurance industryinsurtechinsurance technologyinsurance innovationrisk management businessbuilding without investorsdiary of a ceoceo
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Описание к видео Building a bootstrapped exit with Matthew Grant | Bootstrap Confidential | Ep.390

This episode is from the Bootstrap Confidential podcast, featuring InsTech CEO Matthew Grant in conversation with Charles Green.

Matthew shares the eight year journey of building InsTech from the ground up without outside funding, growing a 30,000 strong insurance community and achieving a successful exit through disciplined, sustainable growth. The discussion covers bootstrapping as risk management, paying yourself from day one, testing products quickly and focusing only on what customers will actually pay for.

Topics include:
-Why Matthew sees bootstrapping as risk management, not risk taking
-Paying yourself early and building a profitable business from day one
-Lessons from testing and killing products that did not work
-Hiring curious early career talent and growing leaders internally
-What most founders misunderstand about options and equity
-Managing financial stress and near cash crunch moments
-Why co-founders matter more than investors
-Building the business customers want, not the one you wish existed

👉 Listen on your preferred podcast platform:
https://www.instech.co/knowledge-cent...

📌 Subscribe for more InsTech podcast episodes:
   / @instechofficial  

🔍 Explore the InsTech podcast archive:
https://www.instech.co/item-type/podc...

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If you enjoy the episode, please leave us a review or
📨 Contact Matthew Grant:   / matthewjggrant  

🗞️ Sign up to the InsTech newsletter:
https://www.instech.co/sign-up-to-the...

🎙️ Leave us a voice message:
https://www.speakpipe.com/widget/inli...

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00:00 Why we started InsTech
01:30 From corporate career to bootstrapping
04:00 Paying yourself from day one
06:00 Profitability vs growth trade-offs
08:00 Testing and killing products fast
10:00 Monetising events and membership
12:30 Hiring curious early career talent
15:00 Options, equity and founder mistakes
18:00 Cash crunch moments and survival
22:00 Why co-founders matter
25:00 Preparing for exit
29:00 Lessons for founders

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