The Insurance Dudes

From Law to Insurtech: Chris Cheatham's Journey

• The Insurance Dudes: Craig Pretzinger & Jason Feltman • Season 3 • Episode 726

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Welcome to another exciting episode of The Insurance Dudes! Today, Craig Pretzinger and Jason are joined by Chris Cheatham, an entrepreneurial dynamo deeply rooted in the insurtech world. Chris, a former lawyer and the co-founder of Risk Genius, shares his journey from legal frustrations to pioneering insurance AI technologies. We dive into the fascinating spin-out story of Milo and explore how it revolutionizes small business insurance through efficiency and innovation.

In this episode, you'll learn how Milo leverages Bull Penguin to streamline the quoting and binding process, creating a near-instantaneous experience for agents and clients alike. Chris also dishes out invaluable advice for those venturing into commercial insurance, emphasizing the power of dedicated specialization. We touch on the transformative role of APIs, enabling seamless integration and sparking opportunities in the insurance tech space.


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