Episodios

  • 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 y 8 m
  • 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 m
  • 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 y 23 m
  • 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 m
  • 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 m
  • Alex Hormozi Made $150 Million In 7 Hours

    Alex Hormozi Made $150 Million In 7 Hours
    Aug 20 2025
    In this episode, Bradley and Scott sit down with Kody Houk from Prime Risk. The guys break down the recent Alex Hormozi book Launch, dive deep into Kody's agency, and talk about the mistakes they see that other agencies make.
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    1 h y 2 m
  • Listener Call-In Show

    Listener Call-In Show
    Aug 13 2025
    In this episode, Bradley and Scott do one of their favorite show formats, listener call in show.
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    57 m