The Insurance Guys Podcast

Scott Howell & Bradley Flowers
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10 snips
Oct 1, 2025 • 1h 8min

Insuring Your Bitcoin With Becca Rubenfeld

Becca Rubenfeld, co-founder and COO of AnchorWatch, discusses her transition from a corporate career at Starbucks to creating insurance solutions for Bitcoin. She shares insights on the unique challenges of insuring digital assets and highlights the collaboration with Lloyd's of London. Becca outlines how AnchorWatch protects crypto owners from theft and kidnapping, and explains tailored products like their custody solution with inheritance protocols. She also dives into Bitcoin market dynamics and the future of crypto insurance, making this a must-listen for anyone curious about the space.
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Sep 24, 2025 • 50min

What’s New With Insurance GPTs

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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Sep 17, 2025 • 1h 23min

MCPs And Their Place In Insurance

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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Sep 10, 2025 • 60min

Silicon Valley X Insurance

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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Sep 3, 2025 • 49min

Million Dollar Corvettes Swallowed By The Earth

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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Aug 27, 2025 • 40min

Airbnb Insurance Insights with Darren Nix

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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Aug 20, 2025 • 1h 2min

Alex Hormozi Made $150 Million In 7 Hours

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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Aug 13, 2025 • 57min

Listener Call-In Show

In this episode, Bradley and Scott do one of their favorite show formats, listener call in show.
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Aug 6, 2025 • 55min

How Sagesure Uses Tech To Win In Challenging Markets

In this episode, Bradley and Scott sit down with Paul VanderMarck, Chief Technology and Innovation Officer at Sagesure.
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Jul 30, 2025 • 53min

How Hagerty Separates Itself

In this episode Bradley and Scott sit down with John Gessner, Director of Marketing Strategy at Hagerty and Bryant Kolle Vice President of National Sales and Insurance Partnerships at Hagerty. The guys dive into what makes Hagerty tick.

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