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In this episode of The Insurance Technology Podcast, Reid speaks to Doug Roller, cofounder of Duck Creek Technologies, about Doug’s childhood in Texas, how he got into insurtech, and the creation of Micro-Magic Systems, one of the first comparative raters. Tune in to hear how just a bit of magic and a lot of passion and curiosity helped build one of the largest insurtech companies today.

Episode Highlights

  • A little history on Doug (2:56)

  • Cluckers meetings (20:55)

  • How Doug ended up in insurance (23:44)

  • The creation of Duck Creek Technologies (36:11)

About the Guest

Doug Roller

Doug has 40+ years of experience in insurance at both startups and large organizations. He is the founder of Micro-Magic Systems, one of the first comparative rating software companies. Doug sold Micro-Magic to Agency Management Services (now Vertafore), where he continued to serve for the next 10 years. In 2000, he left to cofound Duck Creek Technologies (acquired by Accenture in 2014). Doug retired from his position at Accenture in 2014 to spend more time with his other interests: family, friends and various hobbies, including consulting with start-up companies. And yes, he still enjoys writing software!


“The thing that I remember is one night sitting at my desk and crying because I realized that I didn't own the company anymore. And at the same time, it was like one of those moments where you say, shake off the past, embrace the future, and move forward.’”

Doug Roller

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