Join Dave Wechsler as he dives into the amazing world of Insurtech. Every week we chat with a stellar panel of industry experts, VCs and special guests. We film the show weekly, with a live, participating audience. Subscribe now and join the conversation!

  • Ep. 86 Optimistic Investing in Insurtech

    In this episode of Insurtech Rap, host Dave Wechsler engages with Teddy Himler, founder of Optimist Ventures, to discuss the evolution of the Insurtech industry, investment strategies, and the importance of understanding the competitive landscape. They explore the transition from Insurtech 1.0 to 2.0, the current state of venture capital… Listen ⇢

    Ep. 86 Optimistic Investing in Insurtech
  • Ep. 85: The “publics” of Insurtech

    Host, Dave Wechsler and guest, Matt Carletti of JMP Citizens discuss the current state of the InsurTech market, focusing on recent earnings reports, market trends, and the performance of key companies like Root and Lemonade. They explore the evolving landscape of InsurTech, the integration of technology in traditional insurance practices,… Listen ⇢

    Ep. 85: The “publics” of Insurtech
  • Ep. 84: AI and Insurance: Part 2

    Insurtech Rap, host Dave Wechsler chats with Kyle Geoghan, CEO and co-founder of Indemn, to discuss the innovative use of AI in the insurance industry. They explore the challenges and successes of integrating AI solutions, the importance of customer experience, and the evolving landscape of Insurtech. Kyle shares insights on… Listen ⇢

    Ep. 84: AI and Insurance: Part 2
  • Ep. 83: AI and Insurance, Part 1

    In this episode of Insurtech Rap, host Dave Wechsler engages with guests Amir Prodensky and Aman Gour, discussing the transformative role of AI in the insurance industry. They explore how conversational AI can automate sales and service processes, the impact of AI on underwriting, and the evolving landscape of insurance… Listen ⇢

    Ep. 83: AI and Insurance, Part 1
  • Ep. 82: Nicole Perrault, Vantage Risk

    In this episode of Insurtech Rap, host Dave Wechsler welcomes Nicole Perrault, an expert in the insurance industry with two decades of experience. They discuss the impact of recent wildfires on insurance markets, regulatory challenges, and the dynamics of the insurance market post-disaster. The conversation also explores innovations in insurance… Listen ⇢

    Ep. 82: Nicole Perrault, Vantage Risk
  • Ep 81: California Wildfires

    In this episode, Dave talks to Isaac Espinosa, Curtis Goldsborough and Ivan O’Neil about the challenges faced by the insurance sector in light of recent wildfires, emphasizing the need for better risk management, prevention strategies, and consumer involvement. They highlight the significant financial impact of these events, the under-insurance crisis,… Listen ⇢

    Ep 81: California Wildfires
  • Ep. 80: QBE CFO Chris Castaldo

    In this episode of Insurtech Rap, Dave Wechsler from OMERS Ventures speaks with Christopher Castaldo, CFO of QBE North America, to discuss the evolving role of insurance carrier CFOs, strategies for sustainable growth, and the adoption of technology in the insurance sector. Chris provides insights into QBE’s global operations, emphasizing… Listen ⇢

    Ep. 80: QBE CFO Chris Castaldo
  • Ep. 79: VC Musings for ’25

    In this episode of Insurtech Rap, host Dave Wechsler brings together venture capital leaders Martha Notoras (Brewer Lane Ventures), Andy Lerner (IA Capital Group), and Ramneek Gupta (Proven Capital) to discuss their insights into the future of insurtech, trends for 2025, and advice for entrepreneurs. Key themes included the pivotal… Listen ⇢

    Ep. 79: VC Musings for ’25
  • Ep. 78: All things employee benefits

    The latest episode of Insurtech Rap focused on employer benefits, showcasing perspectives from Colin Tobias of Sempervirens and Darren Wood of Recoup Disaster Insurance. Colin discussed trends like employee demand for personalized, flexible benefits and employer interest in ROI-driven solutions that streamline offerings while boosting engagement. He highlighted innovations like… Listen ⇢

    Ep. 78: All things employee benefits