Landsman on software

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

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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