Build Your SaaS – bootstrap in 2021

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Ian Landsman talks about his 15-year history of building HelpSpot

Show Notes

Justin is joined by everybody's favorite Twitter Uncle: Ian Landsman (founder of HelpSpot).
  • Ian's encounter with his internet hero Joel Spolsky
  • Do you get worried that this all going to go away?
  • How scared should we be of the competition?
  • How do you hedge your bets?
  • We prognosticate about what our bootstrapper friends' blind spots are. 🤣
  • We both ask for investors live, on air.
  • How founders should manage their personal finances.
  • How our past experience can make us blind to opportunities.
  • How can devs connect with marketers?
  • Which startups would we invest in.

What should we talk about next?

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What is Build Your SaaS – bootstrap in 2021?

Can you bootstrap a profitable startup in 2021? Thousands of entrepreneurs, developers, designers, and product people have tried to launch their own web apps. But with so many venture-backed startups now, is it still possible? Follow Jon and Justin as they build their podcasting SaaS, Transistor.fm.