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Headlines love the drama of insurers pulling back, but the real story is smarter underwriting meeting a changing climate. In this episode, Julie Verhage-Greenberg from This Week in Fintech, and Emmalyn Shaw, sit down with Sean Harper, Co-Founder and CEO of Kin. to explore how a data-first, direct model turned a tough category into a profitable growth engine—and what it takes to insure homes when weather risk rises a bit every year. The conversation starts with the broken parts of homeowners insurance: 400,000 local brokers guessing about roof age and materials, misaligned incentives that reward underreporting risk, and claims processes that drag on when losses are large. Then we dig into how Kin rebuilt the stack using MLS records, digitized permits, aerial and street-level imagery, and machine learning to extract real home traits and price risk precisely, especially in catastrophe-exposed regions. We compare growth-at-all-costs to measured scaling with unit economics that actually hold up years later. You’ll hear how direct distribution lets Kin manage portfolio spread—steering demand away from overexposed neighborhoods—and why that matters when entire blocks can burn or flood. We also highlight the customer experience: clear coverage trade-offs, faster claims, and communication that blends automation with human judgment when empathy counts. Generative AI now powers back-office efficiency, drafting compliant letters and tightening timelines so G&A barely moves while revenue grows. We don’t stop at the model. We examine the 2022 reinsurance squeeze driven by inflation and rising rates, how pricing reset across the market, and why reinsurers increasingly reward accurate underwriting over blunt cat models. Looking ahead, we share priorities: deeper cost compression, expanding into homeowner-adjacent products like mortgages, auto insurance, and home equity, and financing safety upgrades that cut both premiums and losses. If you care about the future of insurtech, climate risk, and building products customers actually trust, this one delivers both playbook and perspective. Enjoyed it? Follow the show, share with a friend, and leave a review to help more listeners find us. 0:00 Setting The Stage: Why Insurance 1:06 Homeowners Insurance Becomes A Hot Topic 3:20 Too Many Middlemen, Bad Input Data 6:56 Why Sean Chose Insurance After Payments 10:32 Full-Stack Strategy And Differentiation 14:37 Profitability, Unit Economics, And ZIRP Lessons 19:05 Data Moat: From MLS To Imagery 23:26 Climate Risk And Underwriting Precision 26:10 Portfolio Balance And Direct Distribution 28:32 Claims Experience And Coverage Clarity 33:12 Generative AI In The Back Office 36:42 Reinsurance Shock And Recovery 41:20 What’s Next: Cost Compression And Cross-Sell 46:15 Rapid Fire: Personal Side Of The Founder 51:55 Closing Thanks Flourish Ventures (https://flourishventures.com/) is an $850M global early-stage venture firm that backs entrepreneurs transforming financial systems for the better. Its portfolio spans more than 100 companies across the U.S. and emerging markets. The firm also supports innovators shaping policy, media, and research to accelerate lasting change in financial services. This Week in Fintech (TWIF) (https://www.thisweekinfintech.com/) is the largest fintech community in the world, presenting news, podcasts and newsletters from around the world. Subscribe to our newsletter to stay up to date on the latest in news opinions, and all things financial technology.