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On the show
From 11 epsHosts
Recent guests
Recent episodes
Episode 22 - Be the Buffalo
Jun 2, 2026
24m 51s
Episode 21 - AI Overreactions, Beachfront Real Estate, and Valuations
Apr 1, 2026
30m 34s
Episode 20 - Going For It on Fourth Down
Feb 3, 2026
28m 38s
Episode 19 - 2025: She's a Beaut, Clark
Dec 9, 2025
30m 59s
Episode 18 - Joel Wood on Industry Trends and Blackberry Phones
Oct 24, 2025
32m 06s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/2/26 |  Episode 22 - Be the Buffalo✨ | soft marketbroker strategies+2 | Webb MilwardBrian McNeely+1 | Reagan Consulting | — | soft marketbrokers+3 | — | 24m 51s | |
| 4/1/26 |  Episode 21 - AI Overreactions, Beachfront Real Estate, and Valuations✨ | AI disruptionsbroker valuations+3 | — | Reagan Consulting | — | AIreal estate+4 | — | 30m 34s | |
| 2/3/26 |  Episode 20 - Going For It on Fourth Down✨ | business strategycompetitive advantage+3 | Jon Loftin | MJ Companies | — | businesscompetitive+3 | — | 28m 38s | |
| 12/9/25 |  Episode 19 - 2025: She's a Beaut, Clark✨ | trendsbroker strategies+3 | — | — | — | 20252026+3 | — | 30m 59s | |
| 10/24/25 |  Episode 18 - Joel Wood on Industry Trends and Blackberry Phones✨ | insurance industryM&A trends+3 | Joel Wood | The Council of Insurance Agents & Brokers | Broadmoor | insuranceM&A+5 | — | 32m 06s | |
| 9/16/25 |  Episode 17 - Late Night Omelets, Higher Valuations, and a Job Well Done✨ | insurance distributionBest Practices Study+3 | — | The Reagan RedZoneBest Practices Study+1 | — | insurancebenchmarking+3 | — | 35m 25s | |
| 7/22/25 |  Episode 16 - Look At Me Now: The 2025 Top 100 List✨ | insurance brokers2025 rankings+3 | Kevin StipeWebb Milward | Business Insurance | — | insurance brokersTop 100 list+3 | — | 29m 17s | |
| 6/16/25 |  Episode 15 - Market Update: When Siblings Finally Agree✨ | insurance mergersacquisitions+3 | Brian DeitzBrian McNeely | Reagan Consulting | — | insurancemergers+5 | — | 27m 30s | |
| 5/20/25 |  Episode 14 - We're Still Standing✨ | career reflectioninsurance industry+3 | Harrison BrooksWebb Milward | insurance distribution industry | — | insurancebrokers+3 | — | 27m 58s | |
| 4/15/25 |  Episode 13 - Tariffs, Ross Perot, and Ferris Bueller✨ | tariffseconomy+3 | — | Reagan ConsultingGrowth & Profitability Survey+1 | — | tariffseconomy+5 | — | 31m 55s | |
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 3/18/25 |  Episode 12 - Chuck E. Cheese and the Valuation Gap✨ | insurance broker valuationsinternal vs external valuations+4 | Tom DoranMark Crites+1 | Reagan Consulting | — | insurancebroker valuations+4 | — | 31m 23s | |
| 2/13/25 |  Episode 11 - Hot Takes With Hot Grandpa | Tune in to the latest episode of the Reagan RedZone, where Kevin Stipe, Harrison Brooks, and Webb Milward share their insights on what privately held firms should expect in 2025, the top opportunities they can capitalize on, and the key areas to focus on for success. | — | ||||||
| 1/21/25 |  Episode 10 - Lessons in Authentic Leadership with Paul Hering | The new year is here, and the Reagan RedZone is back in action! Join us for our first episode of 2025 as Bobby Reagan and Webb Milward are joined by esteemed guest Paul Hering, recently retired Vice Chairman of Marsh McLennan Agency. In this episode, Paul reflects on his outstanding career in the insurance industry and shares pivotal lessons he learned as an authentic leader. To learn more about Reagan Consulting, visit www.reaganconsulting.com. | — | ||||||
| 12/17/24 |  Episode 9 - Big Deals, Bold Predictions, and BMX Bikes | It's time for the final Reagan RedZone episode of 2024! In this episode, Brian Deitz and Brian McNeely, Reagan Consulting Partners, and Webb Milward, Head of Strategic Development at Reagan, discuss three massive deals that happened this year, organic growth predictions, and what they would focus on in 2025 if they were a private insurance broker. As a bonus, listen to find out what their favorite childhood Christmas gift was.To learn more about Reagan Consulting, visit reaganconsulting.com, and to sign up for GPS, visit reaganconsulting.com/gps-sign-up. | — | ||||||
| 11/12/24 |  Episode 8 - Can't Keep the Good Brokers Down | We are back with the eighth episode of the Reagan RedZone! Listen in as Harrison Brooks and Mark Crites, Reagan Consulting Partners, join Webb Milward, Head of Strategic Development at Reagan, to dive into the current state of the insurance brokerage industry, assess Q3 2024 GPS performance, and discuss their perspectives on 2024 growth and market trends.To learn more about Reagan Consulting, visit reaganconsulting.com, and to sign up for GPS, visit reaganconsulting.com/gps-sign-up. | — | ||||||
| 11/7/24 |  Episode 7 - Election Impact with CIAB President & CEO, Joel Wood | Welcome to the seventh episode of the Reagan RedZone. Join us for a special election edition as CIAB President & CEO, Joel Wood, sits down with Reagan Consulting CEO, Kevin Stipe, and Head of Strategic Development, Webb Milward, to discuss how the election results will impact the insurance brokerage industry.To learn more about Reagan Consulting, visit reaganconsulting.com. | — | ||||||
| 8/15/24 |  Episode 6 - The Golden Era Turns Bronze | Welcome to the sixth episode of the Reagan RedZone. Join us as Reagan Consulting CEO, Kevin Stipe, Partner, Tom Doran, and Head of Strategic Development, Webb Milward, sit down to recap the state of insurance brokerage, assess Q2 2024 GPS performance, and discuss their perspectives on 2024 growth and market trends.If you have any questions about our Growth & Profitability Survey, please reach out to Logan Brown at logan@reaganconsulting.com. To sign up to participate in GPS, visit https://www.reaganconsulting.com/gps-sign-up.To learn more about Reagan Consulting, visit reaganconsulting.com. | — | ||||||
| 5/30/24 |  Episode 5 - Wake Up Call? | Welcome back to the fifth episode of the Reagan RedZone. Join us as Reagan Consulting Executive Chairman, Bobby Reagan, President, Brian Deitz, and Head of Strategic Development, Webb Milward, sit down to recap the state of insurance brokerage, assess Q1 2024 GPS performance, and discuss their perspectives on 2024 growth and market trends.To learn more about Reagan Consulting, visit reaganconsulting.com, and to sign up for GPS, visit https://www.reaganconsulting.com/gps-sign-up | — | ||||||
| 5/7/24 |  Episode 4 - Live from the Reagan Summit: Predictions for 2024 | Join us on the Reagan RedZone, featuring Mike Victorson, CEO of M3 Insurance, for the first live recording from the 2024 Reagan Summit conference. Listen as Webb Milward, Kevin Stipe, Brian McNeely, and Mike review the predictions made during the 2022 Summit and debate their predictions for what the next 2 years have in store for Insurance Brokers and Agents. | — | ||||||
| 4/16/24 |  Episode 3 - Knock, Knock. Who's there? Institutional Investors. | Join us on the Reagan RedZone as we recap Reagan Consulting's 2024 Insurance Investor-Connect Conference with Reagan Partner, Harrison Brooks, Partner, Mark Crites, and Head of Strategic Development, Webb Milward. To learn more about Reagan Consulting, visit reaganconsulting.com, and to sign up for GPS, visit https://www.reaganconsulting.com/gps-sign-up. | — | ||||||
| 2/29/24 |  Episode 2 - Will the Optimists Prevail? | Welcome back to the second episode of the Reagan RedZone. Join us as Reagan Consulting Executive Chairman, Bobby Reagan, President, Brian Deitz, EVP and Partner, Brian McNeely, and Head of Strategic Development, Webb Milward sit down to recap the state of insurance brokerage and discuss their perspective on 2024 growth and market trends. To learn more about Reagan Consulting, visit reaganconsulting.com, and to sign up for GPS, visit https://www.reaganconsulting.com/gps-sign-up | — | ||||||
| 12/14/23 |  Episode 1 - The Other 40% | Welcome to the first episode of the Reagan RedZone. Join us as Reagan Consulting CEO, Kevin Stipe, Partner, Harrison Brooks, and Head of Strategic Development, Webb Milward sit down to discuss their unique take on the state of insurance brokerage and their bold predictions for 2024. Sign up for GPS - https://www.reaganconsulting.com/gps-sign-upKaiser Family Foundation health benefits survey - https://www.kff.org/health-costs/report/2023-employer-health-benefits-survey/Producer Recruiting & Development Tool - https://cld.bz/JznN0Pe | — | ||||||
| 12/13/23 |  The Reagan RedZone Trailer | Welcome to The Reagan RedZone! From Reagan Consulting, we are excited to bring you a new podcast to dive into insurance distribution industry key trends, takeaways, and insights.Click here to learn more about Reagan Consulting: https://www.reaganconsulting.com/ | — | ||||||
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