Episodes

  • Episode 22 - Be the Buffalo
    Jun 2 2026

    In this episode, Webb Milward, Brian McNeely, and Mark Crites discuss the current soft market, what this means for brokers, and strategies that agencies should be focused on.

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    25 mins
  • Episode 21 - AI Overreactions, Beachfront Real Estate, and Valuations
    Apr 1 2026

    Join us on the 21st episode of the Reagan RedZone as Webb Milward, Kevin Stipe and Brian Deitz discuss AI disruptions in the industry, public and private broker valuations, and the value of owning the client relationship.

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    31 mins
  • Episode 20 - Going For It on Fourth Down
    Feb 3 2026

    In this episode of The Reagan RedZone, Mark Crites and Webb Milward are joined by Jon Loftin of the MJ Companies to discuss what it takes for a top privately held firm to remain competitive and thrive.

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    29 mins
  • Episode 19 - 2025: She's a Beaut, Clark
    Dec 9 2025

    In this final Reagan RedZone episode of the year, Webb Milward, Brian McNeely, and Harrison Brooks recap key trends from 2025, share strategies brokers should focus on as we head into a new year, and make predictions for what we'll see in 2026.

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    31 mins
  • Episode 18 - Joel Wood on Industry Trends and Blackberry Phones
    Oct 24 2025

    In this episode of The Reagan RedZone, Webb Milward and Brian Deitz are joined by the President & CEO of The Council of Insurance Agents & Brokers, Joel Wood, to discuss key takeaways from the CIAB's annual insurance leadership forum at the Broadmoor. Specifically, their conversation focuses on M&A trends, talent movement, and the impact of AI on the insurance industry.

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    32 mins
  • Episode 17 - Late Night Omelets, Higher Valuations, and a Job Well Done
    Sep 16 2025

    Join us for the seventeenth episode of The Reagan RedZone, a podcast that explores key trends, takeaways, and insights for the insurance distribution industry.

    In this episode, Tom Doran, Kevin Stipe, and Webb Milward reflect on the evolution of the Best Practices Study over the years, the importance of benchmarking your agency's performance, and future predictions for the industry.

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    35 mins
  • Episode 16 - Look At Me Now: The 2025 Top 100 List
    Jul 22 2025

    In this episode of the Reagan RedZone, Mark Crites, Kevin Stipe, and Webb Milward look back at how the Business Insurance Top 100 Insurance Brokers list has evolved, break down the biggest takeaways from the 2025 rankings, and share what it all means for insurance brokers navigating today’s market.

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    29 mins
  • Episode 15 - Market Update: When Siblings Finally Agree
    Jun 16 2025

    In this episode of The Reagan RedZone, Webb Milward is joined by Brian Deitz and Brian McNeely for a mid-year check-in and a deep dive into the current state of the insurance mergers and acquisitions (M&A) market. Their discussion explores the number of announced deals this year, the impact of recent mega-deals, the current rate environment, and what this could mean for brokers in the months ahead.

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    28 mins