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August 28, 2025 60 mins

How do you build businesses without losing your soul?

This week on The Branding Laboratory, Deevo sits down with Colin Hirdman, serial entrepreneur, Co-Founder of Monkey Island Ventures, and Chief Rainmaker at Rainmaker. From starting his first company right out of college to co-founding multiple ventures with lifelong friends, Colin has launched over a dozen businesses. Many failed, some thrived, and along the way he learned why relationships, resilience, and community matter more than quick wins.


In this conversation, Colin shares:

  • Why 70% of his ventures failed and why that’s not a bad thing.
  • How building with friends for decades has worked and the secrets to making it last.
  • Why Rainmaker is changing the way founders use LinkedIn to grow real relationships, not vanity metrics.
  • The five values that guide his work: freedom, finances, friendship, family, and fun.


Colin reminds us that entrepreneurship isn’t about glitz and exits, it’s about grinding, giving, and building communities that last .

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