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In this episode of Founders Journey, Jeff sits down with Nikhil Kansal, co-founder and CTO of Oyster, to explore how a deep-rooted tech background is shaping the future of insurance. Nikhil shares his story, from tinkering with computers as a child to working at Stripe, and eventually launching Oyster—a company built on the belief that insurance can be transparent, efficient, and digitally driven.
This episode covers Oyster's evolution from embedded personal insurance to its current model: providing AI-powered software for insurance agencies and brokerages. Nikhil dives into the company’s transition from a digital brokerage to a software platform focused on end-to-end servicing automation. He breaks down the challenges of raising capital as a first-time founder, assembling a founding team, and identifying the pain points in the insurtech ecosystem that AI can solve.
Whether you're a founder, investor, or insurance professional, this episode delivers key insights into the intersection of artificial intelligence, user experience, and the operational backbone of modern insurtech solutions.
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Listen to the Pod :
Apple Podcast - https://podcasts.apple.com/us/podcast/insurtechs-io/id1775588982
Spotify - https://open.spotify.com/show/2jAGcKCT2v6rdWea3nvrYh
Pandora - https://www.pandora.com/podcast/insurtechsio/PC:1001094614
Jeff Shi :
https://www.linkedin.com/in/jeffshiva/
Nikhil Kansal :
https://www.linkedin.com/in/nikansal/
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