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PODCAST

The Insurance Guys Podcast

Scott Howell & Bradley Flowers

The Insurance Guys podcast is dedicated to agents by agents. Scott Howell and Bradley Flowers discuss all aspects of becoming an insurance agent and give real life examples of their experiences in all aspects of hiring, sales and the day-to-day reality of running your own successful insurance agency.

business careers

All Episodes

56:35

GPTs For Insurance

The Insurance Guys Podcast ·

2026/01/14

In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers talk with Matthew Vega-Sanz, CEO and founder of Gail, about how AI is changing the insurance industry. Matthew shares his story, starting with a car-sharing app for college students, then building Lula, a top insurtech company, and now working on Gail, an AI platform focused on insurance and financial services.They talk about why insurance agencies need AI built for their field, share real examples of how agents can work

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50:59

Previewing The Protege

The Insurance Guys Podcast ·

2026/01/07

On this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome the always insightful and entertaining David Carothers. The trio dives into practical strategies for insurance agents, focusing on personal and agency branding, leveraging technology for efficiency, and the importance of sticking to your lane within specialized markets.David Carothers shares the story behind his new sales book, co-authored with his son, offering daily sales wisdom and a forthcoming podcast

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50:54

Insuring Crypto 2.0 With Becca Rubenfeld

The Insurance Guys Podcast ·

2025/12/31

In this engaging episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome back Becca Rubenfeld, co-founder of Anchor Watch, to discuss the evolving landscape of crypto insurance, specifically insuring Bitcoin assets. The conversation covers real-world scenarios, including a story of $160,000 in stolen Bitcoin and the challenges of recovering crypto after theft. Becca Rubenfeld breaks down common crypto scams, the latest tactics in cybercrime, and how Anchor Watch’s unique

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55:10

Writing $1 Million New Premium Per Month

The Insurance Guys Podcast ·

2025/12/24

On this episode, Scott Howell and Bradley Flowers welcome Shelby Tirado and Chris Huebener from Brightway Insurance in Jacksonville, FL. The crew explores the agency’s impressive operations, including a high-volume new business model that writes about $1 million in new premium each month and has a network of over 600 referral partners. Shelby Tirado and Chris Huebener share insights from their restaurant industry backgrounds that translate into insurance success, such as multitasking, energy, and

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67:48

AI Submission Flow With David Watson

The Insurance Guys Podcast ·

2025/12/17

On this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome David Watson, partner at Mappus Insurance Agency and founder of Risk Advisor. The conversation starts with laughs about wild car stories, lost SD cards, and minivan mishaps. The discussion then moves to the core topic, which is bringing technology-driven efficiency to personal lines insurance.David shares the evolution of Risk Advisor, a digital intake and AI-powered underwriting platform that was built to

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60:13

How This Agency Grew To $200 Million Premium Organically

The Insurance Guys Podcast ·

2025/12/10

On this episode of the Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers sit down with Jeff Wingate, President at Rate Insurance, for a deep dive into the realities of building a top 100 insurance agency through organic growth—not mergers and acquisitions. Jeff Wingate shares Rate’s journey from relying almost entirely on mortgage-generated leads to creating a scalable, tech-driven, virtual organization sourcing business nationwide. The conversation uncovers the advantages and

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69:37

How To Be A Storyteller with Neal Foard

The Insurance Guys Podcast ·

2025/12/03

On this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome master storyteller and branding expert Neal Foard. Drawing from decades of shaping global brands like Toyota and Budweiser, Neil Ford shares practical insights on how storytelling can transform an insurance business, elevate client relationships, and create long-lasting impressions. The conversation covers why human connection and authenticity matter more than ever in today’s AI- and automation-driven world, and

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56:37

Embracing Tech Change and AI in Insurance with Jason...

The Insurance Guys Podcast ·

2025/11/26

On this episode of the Insurance Guys Podcast, Scott Howell and Jason Cass sit down with insurance industry OG podcaster Jason Cass for a lively discussion on technology, compliance, and agency growth. The conversation dives into practical tech solutions, novel ways to automate agency operations, and the importance of routing tasks to the right team member. Jason shares details about his free "logic routing engine" manual and the upcoming IndieTech conference in January, focused on agent-driven

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63:09

Today’s Crazy M&A Market

The Insurance Guys Podcast ·

2025/11/19

In this insightful episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome financial expert Carey Wallace to discuss the ever-evolving landscape of insurance agency M&A, valuations, and agency growth strategy. The hosts share some laughs and personal stories before diving into critical topics for agency owners, why understanding your agency’s financials and EBITDA is essential, whether or not you’re planning to sell. Carey Wallace explains how agency valuations are much more

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68:11

Scott And Bradley Pull Their Pants Down

The Insurance Guys Podcast ·

2025/11/12

On this episode, Scott Howell and Bradley Flowers dive into the realities of agency growth, retention, and sales strategies amid shifting market conditions. The conversation covers personal anecdotes from industry events, the challenges of lead management, and the impact of agency expenses versus revenue. They candidly discuss solutions for “stuck in neutral” growth, including refining win-back processes, maximizing outbound lead potential, and the importance of focusing on sales

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50:23

Listener Call-In Show

The Insurance Guys Podcast ·

2025/11/05

In this episode, Scott Howell and Bradley Flowers are joined by CJ for an energetic round of listener Q&A. The hosts dive into branding strategies for insurance agencies, the power of automation tools, and the evolving nature of agency locations, exploring the pros and cons of multiple offices versus a central hub. The conversation covers modern marketing tactics, from creative referral ideas to practical uses for AI notetakers and cold-call reluctance in today’s climate of spam calls. The team

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46:41

Improving Agency Communication and Automation

The Insurance Guys Podcast ·

2025/10/29

In this episode, Scott and Bradley dive deep into the realities of running an insurance agency, focusing on everything from branding and agency operations to the growing pains of hiring and customer service. Bradley shares candid stories about managing his Airbnb, highlighting lessons on communication and the unavoidable headaches of dealing with warranties and service companies. Scott presents a real-life customer voicemail, prompting a discussion on how agencies should handle service slip-ups and

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43:12

Scott and Bradley Check In

The Insurance Guys Podcast ·

2025/10/22

In this episode of the Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers reconnect with candid updates on agency growth, branding, acquisitions, and operational challenges. Bradley shares his agency’s focus on refining processes, improving staff capacity, and targeting organic sales growth, including an upcoming learning trip to Billy Wagner’s office to revamp their new business workflow. The conversation dives into real-world lessons from agency acquisitions, retention rates

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16:10

A Tribute To My Friend Steve Fisher

The Insurance Guys Podcast ·

2025/10/15

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

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56:55

IRS Challenges and Captive Insurance with Van Carlson

The Insurance Guys Podcast ·

2025/10/08

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

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67:37

Insuring Your Bitcoin With Becca Rubenfeld

The Insurance Guys Podcast ·

2025/10/01

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

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50:26

What’s New With Insurance GPTs

The Insurance Guys Podcast ·

2025/09/24

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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83:19

MCPs And Their Place In Insurance

The Insurance Guys Podcast ·

2025/09/17

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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59:47

Silicon Valley X Insurance

The Insurance Guys Podcast ·

2025/09/10

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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48:54

Million Dollar Corvettes Swallowed By The Earth

The Insurance Guys Podcast ·

2025/09/03

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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410 results

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