Épisodes

  • A Tribute To My Friend Steve Fisher

    A Tribute To My Friend Steve Fisher
    Oct 15 2025
    This special episode of The Insurance Guy is dedicated to honoring the life and legacy of our dear friend and colleague, Steve Fisher. We reflect on his friendship, infectious enthusiasm, and the profound impact he had on our community and the insurance industry. If you or someone you know is struggling with suicidal thoughts or emotional distress, help is available. Reach out to the 988 Suicide & Crisis Lifeline by calling or texting 988. This free, confidential service is staffed by trained counselors and operates 24/7 to provide immediate support. For more resources, visit 988lifeline.org. Your life matters, please don't hesitate to seek help.
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    16 min
  • IRS Challenges and Captive Insurance with Van Carlson

    IRS Challenges and Captive Insurance with Van Carlson
    Oct 8 2025
    On this episode of the Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers sit down with Van Carlson, founder and CEO of SRA 831B Admin, to dig into the importance of insurance in driving economic prosperity and explore innovative risk management strategies. Scott kicks things off by sharing data linking property and casualty insurance penetration to national prosperity, making a compelling argument for how insurance fuels commerce and helps societies recover from disasters. Van weighs in, emphasizing that without accessible, affordable insurance, prosperity and commerce grind to a halt. The conversation dives deep into alternative risk solutions for business owners, with Van explaining the 831B tax code and the role of micro-captives in managing otherwise uninsurable or retained risks. He discusses how recent IRS scrutiny has shaped the space and underscores the importance of understanding both insurance and tax incentives to preserve wealth and fuel growth.From branding and technology tips for agencies to the risks and rewards of self-insuring, this episode delivers actionable insights for insurance professionals seeking to provide more value to their business clients—and warns agents to stay informed about emerging risk management tools before their competitors do.
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    57 min
  • Insuring Your Bitcoin With Becca Rubenfeld

    Insuring Your Bitcoin With Becca Rubenfeld
    Oct 1 2025
    In this episode of the Keep Hustling podcast, co-hosts Scott Howell and Bradley Flowers are joined by Becca Rubenfeld, co-founder and COO of AnchorWatch. Becca shares her journey from a corporate career at Starbucks to pioneering insurance solutions for Bitcoin and crypto assets. The discussion dives into the challenges of building insurance products for digital assets, working with Lloyd’s of London, and how Anchor Watch’s products protect individuals from risks like theft, loss, and even kidnapping. The team also explores parallels between Starbucks’ business model and fintech innovation, and practical lessons in branding, process, and culture for insurance agents. If you’re curious about the future of crypto insurance or want actionable business growth tips, this episode is for you.
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    1 h et 8 min
  • What’s New With Insurance GPTs

    What’s New With Insurance GPTs
    Sep 24 2025
    In this episode, Bradley and Scott speak with Matthew Vega-Sanz, Co-founder and CEO of Gail, to discuss the latest updates on their insurance GPTs.
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    50 min
  • MCPs And Their Place In Insurance

    MCPs And Their Place In Insurance
    Sep 17 2025
    In this episode, Bradley and Scott sit down with Landry Fields from Nova Insurance Group. The guys talk bourbon and the way Landry uses MCPs in his agency.
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    1 h et 23 min
  • Silicon Valley X Insurance

    Silicon Valley X Insurance
    Sep 10 2025
    In this episode, Bradley and Scott sit down with Pat Cline from 101 Weston Labs. Pat takes us through his journey of living in Iraq to his important role in insurance today. In addition to that, Scott drops a HUGE bomb with an unbelievable insurtech idea that is poised to revolutionize the insurance landscape.
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    1 h
  • Million Dollar Corvettes Swallowed By The Earth

    Million Dollar Corvettes Swallowed By The Earth
    Sep 3 2025
    In this episode Bradley and Scott sit down with Adam Boca, president of NCM Insurance based out of The National Corvette Museum. The guys discuss Adams role in insuring more corvettes than anyone in the country, how their partnership with The National Corvette Museum and the infamous sinkhole that swallowed millions of dollars of corvettes.
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    49 min
  • Airbnb Insurance Insights with Darren Nix

    Airbnb Insurance Insights with Darren Nix
    Aug 27 2025
    In this episode of the Insurance Guys podcast, hosts Scott Howell and Bradley Flowers engage in a dynamic discussion with Darren Nix, CEO of Steadily, an insurance company specializing in landlord insurance. They delve into the challenges and opportunities in the insurance industry, exploring topics such as the importance of branding for insurance agents, the impact of technology on agency operations, and the evolving landscape of reinsurance. Darren shares insights on Steadily's innovative solutions, including their new tool, Coverage Check, which helps property managers ensure tenants comply with insurance requirements. The conversation also touches on market trends, such as the softening of the reinsurance market and the implications for premium pricing. Darren also shares personal anecdotes about his passion for flying and the experience of insuring short-term rental properties like Airbnbs. The episode wraps up with practical advice for insurance agents navigating the current market conditions and maintaining healthy business metrics.
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    40 min