Building a Software-Enabled Underwriting Company with Bobby Touran

In this episode, Jeff Shi sits down with Bobby Touran, the two-time founder and CEO behind leading insurtech startups Pathpoint and Rainbow. Bobby shares his journey from building software-driven companies to founding two specialized underwriting and distribution platforms within the commercial insurance space. Hear how Bobby transitioned from the world of engineering-led startups into surplus lines brokerage and eventually launched Rainbow—a software-enabled underwriting company focused on niche commercial markets like restaurants and wellness.

Bobby dives deep into the differences between building his first and second insurtech startup, the evolution of fundraising in today's market, and what makes a successful team in this space. He unpacks Rainbow’s underwriting-first model, their focus on agent partnerships, and how their internally-built technology platform enhances efficiency without sacrificing the human touch.

This conversation is packed with valuable insights on capital raising, product development, team-building, working with carriers, and scaling insurtech businesses sustainably. Whether you're a founder, investor, underwriter, or agent, Bobby’s tactical and honest reflections are must-listen.

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Bobby Touran :

https://www.linkedin.com/in/bobby-touran-782a6513/

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