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TitreDateDurée
Why Culture Beats Cash 23 Sep 202600:51:24
Ron Shroyer puts a number on the biggest decision an agency owner will ever make: one hour on Zoom and maybe a three hour dinner. That is how long most sellers spend vetting the firm that is buying the largest asset they will ever own, and it is the thread running through this entire conversation. Shroyer, Vice President of M&A Business Development at Alliant Insurance Services, returns to the show to tell Scott Howell and Bradley Flowers what has actually changed since the roll up boom. Cheap capital dried up first, and the firms that bought a hundred agencies in twenty four months never built the integration to make that scale pay, which is why organic growth across the publics has slid into the low single digits. From there Shroyer separates private equity backed from private equity partnered, explains why earnouts so often turn into earn ups, and shows how Alliant's employee ownership, 51 percent employee held with every third employee a shareholder, drives better than 90 percent retention across roughly 120 acquisitions in ten years. Bradley brings the buyer's side of it, laying out why falling insurance rates have him further from acquiring an agency than he has ever been. Then Scott asks the question nobody says out loud: why do so many owners take the big check and spend the next three years fighting the company they sold to? SHOW OVERVIEW 00:00 Cold open and sponsors 01:03 Welcome, and the incomparable Bradley Flowers 01:55 The Hampton Inn waffle theory of customer behavior 05:00 Guest introduction: Ron Shroyer, Alliant Insurance Services 06:48 Consistency, and the empty hotel in downtown Mobile 08:30 From InsurTech to brokerage: how Ron landed at Alliant 10:14 Inside a six billion dollar flat organization 11:19 Culture is the most overused word in the industry 12:31 Knowing which agencies to listen to 14:33 Where M&A actually stands right now 16:08 Private equity backed versus private equity partnered 16:55 Buying a hundred firms in twenty four months and never integrating them 18:19 Osmosis growth, and why Bradley is not buying right now 21:01 Earnouts, earn ups, and the team you leave behind 21:46 Employee ownership and what Alliant is actually looking for 22:48 The USI and Aon shake out 23:26 The big check and the boss problem 26:07 Why acquisitions die on the vine 27:33 120 deals, 90 percent retention, integrated immediately 28:37 The Band-Aids you never ripped off before selling 29:51 AI as the excuse to cut staff, and the Nava Benefits bet 31:41 Should you sell because you are afraid of AI? 34:44 Keeping your people after the check clears 36:30 B shares, spot bonuses, and the recruiting test 37:42 How to tell whether an acquisition actually worked 39:01 Staying on as owner, and the next generation behind you 41:16 From 2.5 times revenue to multi year earnouts 43:57 Multiple bites of the apple 46:14 How to reach Ron Shroyer, and the close
How Can a New Podcast Studio and a Dumpster TV Rescue Inspire Your Insurance Agency?16 Sep 202600:51:27
Scott and Bradley record from their new podcast studio, a real upgrade they plan to keep fully equipped and open to other local business owners. Bradley admits the weekly grind can start to feel like a job instead of a joy, then they get a lift from a call Scott made to a listener who is just launching his own agency. Bradley tells the full story of his new Samsung Frame TV landing in a dumpster by accident and getting pulled back out. That leads into agency realities: the Rough Notes curse of post-feature staff turnover, Kenneth outgrowing his operations manager role, and the ongoing challenge of keeping working mothers in an industry largely run by women. Bradley floats a daycare for employees as one possible fix. He also explains to his leadership team why he is not selling. Young kids and a lot of runway still ahead keep him all in
Insurance Unplugged09 Sep 202600:37:05
On this The Insurance Guys episode, Scott and Bradley skip the guest chair and open the mailbag. They talk through who actually carries the show, why M&A multiples are still high while rates soften and a Hub International IPO looms, which carriers besides Progressive make quoting less painful (QuoteWell, Novella, Liberty Mutual, Nationwide, Travelers), why post-bind inspections keep adding work after the policy is already bound, and whether one AI tool can really answer the phones, book appointments, and talk to the CRM. No pitch. Just two agency owners answering what listeners asked.
How Can Independent Insurance Agents Break Into the Global Market?02 Sep 202600:44:18
In this episode of The Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome Chris Ball, chairman of WING and the man Scott calls the coolest guy in insurance, for a conversation on how independent agents can compete on a global stage. Chris walks through a career that began reluctantly in his dad’s office and later took him to aviation and aerospace work in New York, including high profile accounts like U2’s jet, then to Marsh in San Francisco before a culture clash sent him home. He shares his firsthand view of 9/11 from nearby as the planes hit and the towers fell, then explains how WING’s network of independent entrepreneurs across cultures now helps members solve complex risks together. The discussion turns to embedded insurance already common in Japan and ripe for North America, which countries treat insurance as seriously as the United States (the UK and Germany among them), and Chris’s blue ocean play: using that global independent network to go after accounts the mega brokerages want. He outlines a five year plan built on organic growth, recruiting top producers, and giving them equity in their books, and closes with a direct challenge to independent agents. You already have the capability and the partners. Go get the global work.
 Fireworks Show Accident26 Aug 202600:48:31
In this episode of The Insurance Guys Podcast, host Scott Howell kicks things off by introducing co-host Bradley Flowers and sharing news of their new real estate venture in Mobile before the conversation turns to Bradley’s frustration with the bureaucratic delays and inefficiencies involved in securing a simple permit to build three interior walls. Scott then formally introduces the episode’s special guest, his business partner Clinton Orr, appearing on the show for the first time, and the two recount the three-and-a-half-year journey filled with obstacles that finally made Clint an official agency owner. They discuss the decision to bring on Patrick McClure as a fractional sales leader who also served as something of a therapist for the partners, then dig into their early days starting out as competitors in the same Nationwide program office. Clint shares the gut punch of finishing that program only to discover there was no agency waiting for him, how he eventually joined Scott’s agency, struggled at first, and ultimately found his successful niche insuring real estate investors. Scott details how he used ChatGPT and Claude to draft their buy-sell agreement, which was later reviewed by attorneys and accountants, outlines his long-term goal of eventually selling the current agency and launching a new one with Clint as majority owner, and Clint opens up about navigating recent tough market conditions, the personal doubt he faced while weighing his future and family, and the genuine excitement he feels training a new hire and mentoring others who want to succeed in the insurance business.
How Did Podcasting, Branding, and Insurance Come Together to Transform Our Business Journey?19 Aug 202601:04:02
Johnny Gwin, the podcast’s original and current producer, joins Scott Howell and Bradley Flowers to look back on the show’s early days, the discipline of reaching fifty episodes, and the technical challenges of those first recordings.   He shares career advice, walks through David Ogilvy’s core advertising principles, and traces his own creativity to television, music, and formal training at Portfolio Center in Atlanta, Ga. The conversation covers the naming of Portal Insurance, the podcast’s potential future in video and broader business topics, and what Johnny has learned about the insurance industry.   Johnny also discusses his work with Meducate AI, which uses AI-cloned physician voices for patient education, while Scott introduces his Gift Giver app idea. The episode wraps with Johnny’s straightforward editing approach of listening at 2.2x speed to catch every detail and keep the final cut tight.
The Greatest Technological Shift in Insurance12 Aug 202600:54:26
Scott Howell and Bradley Flowers welcome Garrette Droege to discuss the major technological shifts reshaping insurance. Garrette shares how his theater background strengthens client work through improvisation, then explains why blockchain remains actively developed by financial institutions and how crypto is maturing into institutional digital assets and stablecoins. The conversation explores AI as a force multiplier that lets younger agents upskill quickly, covers practical tools already boosting agency productivity, and examines how AI will handle routine tasks while humans focus on higher-value work. Garrette urges owners to start experimenting with AI now, much like the early days of cyber coverage, and closes with the rising need for proof of humanity against deepfakes.
Modernizing A Billion Dollar Company05 Aug 202600:59:37
In this episode of The Insurance Guys Podcast, host Scott Howell joins co-hosts Vishal Sankhla and Bradley Flowers to welcome special guest Andy Barker, CEO of Houchens Insurance Group. Scott opens by sharing a recent meeting with Auto Owners about securing a contract for his agency before the conversation turns to Andy’s impressive career path, which began with a transition from Cingular Wireless into insurance in 2002. Andy discusses his ownership of a D-1 sports training gym and how his passion for fitness shapes his business philosophy, then explores how technology such as Out Market AI elevates both customer and employee experiences. He details Hawkins’ successful intern program that develops young talent into future leaders, the history and cultural impact of the company’s ESOP, and a growth strategy built on strong organic performance supplemented by selective acquisitions. Andy also reflects on his initial skepticism toward artificial intelligence and how it has become a powerful workflow enhancement, before predicting that the independent agencies that thrive in the years ahead will be those remaining nimble and adaptable to change. The episode closes with a lively round of rapid-fire questions.
Greatest Game Changer in Insurance Agency Management You Need to Know29 Jul 202600:49:24
In this episode of The Insurance Guys Podcast, Scott Howell and Bradley Flowers dig into practical agency management wins, starting with Bradley’s most profitable month happening while he was on paternity leave and the KPI-based monthly/quarterly bonus structure that replaced pure commission for account managers. They stress account rounding and a smarter cross-sell process (account managers start the conversation, then hand off to an inside sales team), debate what a true “producer” is and how to handle agency vs. self-generated leads, explore the value of strong operations roles and even a fractional COO offering, and touch on industry cycles, government pressure on rates, the costly driver-to-vehicle ratio problem, hiring experienced vs. green talent, job-shadowing candidates, and the hard call of letting a toxic employee go.
The Greatest Strategies for Building a High Net Worth Personal Lines Insurance Agency22 Jul 202600:58:48
In this episode of The Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers welcome Ben Walker of Custom Insurance Solutions and CIS Private Client. Ben shares his remarkable journey from owning a KFC franchise and managing movie theaters to building a thriving high net worth personal lines agency. He opens up about the early churn and burn days of writing any business possible before niching down after buying out his partner, sparked by a visit from a Pure Insurance rep. Listeners will hear practical strategies for marketing to affluent clients through targeted direct mail, understanding their mindset around risk management rather than price, and building deep relationships that win business. Ben also discusses the story behind his book Fortified, his ambitious five year plan to lead nationally while quadrupling premium, and why he values independence over selling the agency. A must listen for agents ready to elevate their high net worth game. Find Fortified on Amazon or by messaging Ben directly.
The Greatest Sales Leadership Secrets to Doubling Insurance Agency Revenue15 Jul 202601:05:40
In this episode, Scott Howell and Bradley Flowers welcome fractional sales leader Patrick McClure to share proven strategies for doubling insurance agency revenue. After a light-hearted introduction featuring Bradley’s humorous “Insurance Soup” story, Patrick discusses his journey from Clemson football to building a successful career in insurance. He outlines his effective onboarding process, emphasizes how to run high-impact sales meetings with targeted deal strategy and role-playing, and highlights the transformative value of a fractional sales leader. Packed with practical leadership insights, this conversation delivers actionable tactics for agency growth and sales excellence.
From Paperwork Panic to Policy Perfection: The Insurance Tech That Saves Your Sanity08 Jul 202600:43:37
In this episode of The Insurance Guys Podcast, Scott and Bradley sit down with Seth Zaremba, CEO of B Atomic, to discuss how his innovative platform is revolutionizing insurance agency operations. Seth shares the evolution of Be Atomic and its Service Center, which standardizes core processes, automates routine tasks, and dramatically boosts efficiency. The conversation explores how agencies are reducing manual workloads, increasing CSR capacity, and streamlining endorsements and remarketing through smart automation and data connectivity. Discover a practical hybrid approach that combines AI with human expertise to cut costs and improve agency performance. Seth also outlines how to get started and offers listeners a special promo code for an exclusive F1 experience. Tune in to learn how this technology is helping agents move from paperwork panic to policy perfection.
Back in the Building: What 30 Days Away Reveals About Your Agency01 Jul 202600:37:41
In this unfiltered conversation with Scott Howell, Bradley unpacks the 17 things he found broken in his agency after a month away, introduces the “Client Concierge” role he borrowed from Billy Wagner that’s reshaping how Portal Insurance handles quoting and producer development. Scott brings his own takeaway from the Paradiso Mastermind — a 15-minute weekly employee check-in — and both hosts get real about soft market struggles, summer scheduling with kids, and knowing when to cut your losses on the wrong hire.
Underwriting The Gig Economy24 Jun 202600:41:45
In this episode of The Insurance Guys, hosts Scott and Bradley kick things off with some lighthearted Southern banter about accents before welcoming Ryne Ring, Director of Gig Economy and Embedded Products at The Citadel, a program administrator specializing in embedded insurance solutions. The conversation explores the evolving role of AI in insurance, from its potential to cover emerging risks to cautionary tales of agents misusing the technology and losing contracts, while diving deep into embedded insurance models. Ryne shares insights on how these products integrate seamlessly into customer journeys, from popular travel insurance in Japan and innovative jewelry programs like BriteCo’s appraisal tools to master policies covering thousands of gig economy workers on platforms connecting independent contractors for tasks like cleaning or lawn care. The discussion highlights practical opportunities for agents to participate through custom programs for rental equipment, tenant liability, and more, emphasizing benefits like consistency, customization, and stronger client relationships rather than being sidelined. Personal stories add warmth, including Ryne’s college-era diner management adventure, chaotic first days in the industry, and a memorable recruiter lunch at Taco Bell, alongside reflections on the industry’s endless learning curve and the strategic use of AI in HR and hiring. The episode wraps with ways to connect with Ryne on LinkedIn and Twitter, offering valuable takeaways for insurance professionals navigating the gig economy and embedded opportunities.
The Al Assistant That Never Sleeps: Transforming the Agency Management System17 Jun 202601:06:11
In this episode of The Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome Michael Lebor and Kayden Stephens from Momentum AMP to discuss how artificial intelligence is transforming agency management systems. The conversation traces the evolution of Momentum from its early days as NowCerts through its development into a fully integrated, conversational platform designed to be keyboard free. Guests explore the inevitability of AI in insurance, its role as a superpower for agents, and practical applications such as natural language automation workflows and the advanced AI agent known as Momentum Claw. They also cover carrier adoption of AI, the acquisition of TrustedChoice.com for enhanced digital market access and referrals, and an open agnostic approach that integrates with any tool to benefit agents. The episode includes a live demonstration of an AI voice assistant handling complex policy questions in real time, offering actionable insights for professionals ready to embrace the future of insurance technology.
The Greatest Challenges Facing High-Risk Insurance Markets and Agent Classification10 Jun 202600:29:32
In this episode of The Insurance Guys, Scott Howell and Bradley Flowers dive into the greatest challenges facing high-risk insurance markets and the complexities of agent classification. Scott kicks things off with a humorous take on insuring strip clubs under a fictional Death Machine Insurance agency built for high-hazard risks, sharing an insightful anecdote about the Las Vegas strip club business model where dancers pay a nightly door fee to work. The conversation then turns serious as Scott recounts his agency's frustrating experiences with 1099 independent contractors in the property and casualty space and why that model often falls short. Bradley breaks down the IRS guidelines for determining 1099 status through behavioral control, financial control, and the type of relationship, while Scott shares how his attempt to revise contractor terms resulted in an immediate departure. The hosts also critique a Vanderbilt University study alleging widespread insurance overcharging, voice concerns about potential federal interference in P&C insurance, and highlight the massive costs of carrier advertising. Responding to a listener question, they address the legal boundaries for using unlicensed virtual assistants in an agency and strongly recommend consulting the state's Department of Insurance or a compliance law firm to ensure full clarity and avoid regulatory pitfalls.
Breaking the Insurance Agent Mold: Leading with EQ to Win the Long Game04 Jun 202600:59:01
In this insightful episode of The Insurance Guys Podcast, Scott Howell and Bradley Flowers sit down with Kasey D’Amato to explore how emotional intelligence (EQ) is becoming a game-changing leadership skill in the insurance industry. Rather than focusing solely on traditional sales tactics, this conversation dives deep into building scalable businesses, leading with emotional intelligence, navigating difficult conversations, and creating high-performing, trust-based team cultures. Whether you’re a solo producer or running a growing agency, this episode offers practical strategies for playing the long game in insurance.
The Greatest Challenges and Opportunities in Casualty Underwriting Today27 May 202600:54:58
Scott Howell and Bradley Flowers welcome Ty Robben, a seasoned casualty insurance expert with roots at Great American and Palomar Specialty, for a warm and insightful conversation that mixes engaging personal stories with forward thinking industry analysis. Ty shares his memorable White House internship blunder of spilling toner across the East Wing carpet and his love for Pepperdine's stunning Pacific overlook campus before the group explores the current state of the casualty market, including the transition out of the hard market, persistent challenges in habitational and auto lines fueled by social inflation, and the growing role of AI in transforming underwriting efficiency. Ty opens up about building his own AI powered platform on nights and weekends to better handle complex risks, sparking lively talk on disrupting the MGA and wholesale space, the real value of skilled intermediaries, the drag of legacy technology and slow invoicing, and the future shaped by market cycles, potential government intervention, and the pressing need for tort reform. Thoughtful, optimistic, and thoroughly human, this episode offers a smart look at both the challenges and exciting opportunities ahead in casualty underwriting.
The Human-AI Partnership: Redefining Roles and Relationships in Insurance Agencies20 May 202600:44:37
In this episode of the Insurance Guys podcast, host Scott Howell is joined by Kabir Syed and Bradley Flowers to explore how artificial intelligence is reshaping the insurance industry. They discuss AI's impact on agency management systems, workflow automation, and evolving employee roles. Through real-world examples, the guests highlight efficiency gains while cautioning against blind reliance on automation. They advise agencies to embrace AI tools proactively, maintain data ownership, and foster a culture of experimentation. The overarching message is clear: AI won't replace the human relationships central to insurance, but agencies that fail to adapt risk being left behind. Bullet Points - Impact of artificial intelligence (AI) on the insurance industry - Transformation of agency management systems (AMS) through AI - Challenges and opportunities presented by AI integration - Importance of human relationships and trust in the insurance business - Automation of routine tasks and its effect on employee roles - Predictions for the evolution of traditional roles in insurance agencies - Embracing AI tools and fostering a culture of experimentation - Integration of AI with existing AMS platforms and the challenges faced by legacy systems - Efficiency gains and cost reductions associated with AI technology - Practical advice for insurance agencies on starting small and augmenting human judgment with AI
Outmarket Your Competition13 May 202600:49:51
In this episode of the Insurance Guys podcast, hosts Scott Howell and Bradley Flowers welcome Anshu Jain and Vishal Sankhla, co-founders of Outmarket AI. Drawing on their experience at Meta, Uber, and IBM, the duo built an AI platform helping insurance agents analyze policies, compare quotes, and appeal claim denials. Scott and Bradley share real-world success stories from using the tool in their agencies. The founders also announce a $17 million Series A funding round. The episode highlights how AI is transforming insurance, empowering agents to focus on advisory roles while improving efficiency and client outcomes. Bullet Points - Introduction to Out Market AI as a technology platform for insurance agents. - Discussion of the positive experiences of insurance agents using Outmarket AI. - Backgrounds of the co-founders and their previous work in technology and insurance. - Insights on how lessons from major tech companies apply to the insurance industry. - Explanation of how Out Market AI analyzes insurance policies, claims, and quotes. - Features of Out Market AI, including customizable workflows and accuracy in data analysis. - Real-world examples of how Out Market AI has helped agents with claims and policy comparisons. - The potential impact of AI on the future of the insurance industry. - Recent funding news and plans for scaling the company. - Information on how insurance agents can learn more about and access Outmarket AI.
How CJ Hutsenpiller Crushes AI06 May 202600:50:27
In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers dive into the rapid evolution of artificial intelligence in the insurance industry, joined by recurring guest CJ Hutsenpiller. The trio discuss how AI, specifically tools like Claude and ChatGPT, are transforming agency operations, from streamlining workflows to integrating with agency management systems. They highlight tangible use cases such as automating prospecting, remarketing analysis, and calculating true costs of service. The hosts also address the challenges legacy management systems face in keeping up with new AI capabilities and urge agencies to embrace these advances to stay competitive. They touch on market trends, including advertising in the insuretech space and current agency buying and selling climates, noting the impact of rate cycles. The episode wraps up with practical advice on how insurance professionals can start leveraging AI by simply asking the tools for implementation instructions, and emphasizes that taking action is key to staying relevant in a rapidly changing landscape. Show Overview 00:00 Gaining advertisers during COVID 05:55 Encouraging product trial for listeners 09:23 Mastermind event in Phoenix 11:08 Preparing an AI presentation 16:29 Explaining efficient policy updates 18:51 Using CLAUDE for daily prospecting 21:18 Legacy insuretechs evolving with APIs 26:00 Challenges in buying home insurance 27:05 AI enhancing online insurance buying 33:01 AI-driven premium adjustment tool 34:32 Tracking service costs with Claude 38:15 Using AI tools for learning 41:18 AI fear affecting agency owners 45:23 Timing insurance sales in hard market 47:55 Podcast closing and contact info
Invest In Your Community, Your Community Will Invest In You29 Apr 202600:51:03
In this episode of the Insurance Guys podcast, host Scott Howell and co-host Bradley Flowers sit down with Kevin Panter, a 37-year insurance industry veteran and president of Kevin Panter Insurance. Kevin shares insights on transitioning from captive to independent agencies, emphasizing ethics and proper preparation. He discusses building community involvement as a volunteer firefighter and EMT, growing his agency network SNA, and mentoring his children entering the business. Kevin offers advice for agents feeling stuck, stressing self-investment, continuous education, and community engagement as keys to long-term success. Bullet Points - Transitioning from captive to independent insurance agencies - The importance of community involvement and personal branding - Experiences and stories from the insurance industry - Advice for new agents and those considering a career in insurance - The role of ethics in the insurance profession - The significance of networking and collaboration among agencies - Family dynamics and legacy in the insurance business - Strategies for agency growth and overcoming stagnation - The impact of personal investment in community relationships - Insights on industry challenges and opportunities for agents
The Untold Stories of Wholesalers and Brokers22 Apr 202600:55:28
In this episode of The Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers welcome Max from Novella to discuss trends and challenges in the insurance industry. The conversation covers wholesaler processes, the evolving role of brokers, and the impact of technology and surplus lines on the market. Max shares insights from his time at Lemonade and his journey founding Novella. The episode features industry anecdotes, including a humorous story about Bradley dropping his visitor badge in a toilet at Progressive HQ, and highlights the importance of relationships and adaptability in insurance. Bullet Points - Personal anecdotes and humorous stories related to the insurance industry. - Introduction and background of a new participant, Max, and his company, Novella. - Examination of the relationship between retail brokers and wholesalers. - Challenges faced by new entrants in the wholesaler market. - The evolving landscape of insurance technology and its implications. - Trends in property and casualty insurance, particularly regarding surplus lines. - The importance of independent brokers in providing tailored insurance solutions.
Run Your Agency Like A Football Team15 Apr 202600:48:12
In this episode of the Insurance Guys Podcast, host Scott Howell is joined by Kelly and Bradley Flowers for a lively discussion on the shifting insurance market and effective account manager compensation. The group explores strategies for navigating a soft market, emphasizes the importance of client retention, and shares insights on agency leadership, training, and culture.. The episode blends practical advice with humor and candid reflections on the realities of running a successful insurance agency. Bullet Points - Current state of the insurance market, focusing on the transition from a hard market to a soft market. - Implications of market changes for insurance agents and agencies. - Importance of client retention and effective communication in a competitive market. - Challenges faced by agencies in managing client relationships and remarketing strategies. - The significance of product knowledge among agents and its impact on client interactions. - Leadership dynamics within insurance agencies and the need for clear hierarchy and accountability. - Strategies for optimizing existing business and improving retention rates. - The importance of proactive prospecting and maintaining a growth mindset in agency operations.
Starting An Agency At 18 Years Old08 Apr 202600:52:34
In this episode of The Insurance Guys Podcast, host Scott Howell and Bradley Flowers interview Hunter Nelson, who started his own insurance agency at just 18. He shares his unconventional journey, from door-knocking for leads in high school to specializing in trucking insurance. The discussion covers challenges of being a young agent, fraud prevention, strategic hiring, and the importance of grit and continual learning. Bradley and Scott swap stories about client service, underwriting, and managing risk, offering practical advice for agency growth. The episode is both insightful and inspiring, highlighting innovation and determination in the insurance industry. Bullet Points - The journey of a young insurance agency owner who started at 18 years old. - The importance of customer experience and exceptional service in the insurance industry. - Strategies for recruiting and hiring experienced agents from other agencies. - Challenges faced by young agents in a traditionally older industry. - The significance of networking and involvement in industry organizations for securing carrier appointments. - The impact of fraud in the trucking insurance sector and the importance of secure certificate issuance. - Underwriting practices and client selection criteria for trucking insurance. - Financial risk management related to commission chargebacks in insurance policies. - The role of talent and team culture in accelerating business growth. - The importance of persistence and grit in overcoming challenges in the insurance business.
Build Your Own Tools: The Smart Way To Cut Costs In Insurance Operations01 Apr 202600:49:18
In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers sit down with Mick Hunt, visionary business leader and host of the Mick Unplugged podcast, to discuss how insurance agencies can leverage technology and AI to modernize, streamline operations, and stay competitive. The conversation dives deep into building custom tools, rethinking traditional agency management systems, and why usage-based pricing is changing the insurtech landscape. Mick shares insights from high-profile podcast guests, the importance of “skin in the game” consulting, and practical ways agencies can utilize AI for prospecting, sales, and efficiency. The hosts and Mick tackle the myth of AI replacing insurance agents, emphasizing that while AI will enhance productivity and alter hiring patterns, the advisory role will remain crucial, if agents continue to up their game. From advice on balancing video and audio branding to stories about using AI for negotiation and workflow automation, this episode is packed with actionable takeaways for forward-thinking insurance professionals. Tune in to hear how building your own tools and embracing innovation can help your agency thrive in the age of AI. Show Overview 00:00 Podcast introduction and host welcome 04:52 Highlighting Mick's podcast journey 07:05 Starting the podcast journey 11:56 Changing the consulting model 13:57 Growing an AI brand with podcast 16:18 Impact of modern AI trends 19:40 AI's shift to usage-based pricing 24:18 Confidence in product and pricing 28:04 Using AI for lead research 31:47 Cold calling versus cold outreach 34:28 Using AI for business efficiency 36:49 How agents handle carrier issues 41:15 Tech layoffs blamed on AI 42:42 AI streamlining insurance processes
Can Insurance Agents Build Effective Referral Partnerships?25 Mar 202600:46:37
In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome Chris Huebner, 2025 Agent of the Year, to discuss innovative strategies for building referral partnerships in insurance. They share insights on moving beyond traditional marketing, leveraging social media, hosting educational events, and creating personalized client experiences. The conversation highlights the power of thoughtful, individualized gestures over generic gifts, and offers practical tips for agents to deepen relationships with clients and referral partners, ultimately driving business growth in a competitive industry. The episode blends humor, real-world examples, and actionable advice. Bullet Points - Recognition of Chris Huebner as the 2025 Agent of the Year by the Insurance Journal. - Strategies for building effective referral partnerships in the insurance business. - The shift from traditional marketing tactics to developing referral partnerships. - Innovative approaches to providing continuing education (CE) classes for realtors. - Importance of personalized marketing and thoughtful gift-giving to strengthen client relationships. - Engagement tactics for networking and building familiarity with referral partners. - The role of follow-up communication in converting leads into referral partners. - Insights on creating memorable experiences and differentiating oneself in a competitive market.
How Can AI Revolutionize Sales Coaching for Insurance Agents?18 Mar 202601:07:43
In this episode of the Insurance Guys Podcast, host Scott Howell welcomes Bradley Flowers and Michael Weaver for a lively discussion on insurance agency management and innovation. Bradley shares stories about Mardi Gras in Mobile and agency life, while Michael details the growth of Agency Coach AI, an AI-powered sales coaching platform for insurance agents. The conversation explores how AI-driven role play, call analysis, and flexible service platforms are transforming sales training, operational efficiency, and customer engagement, highlighting the importance of data-driven strategies and ethical, customer-friendly business models in the evolving insurance industry. Episode Highlights - The introduction and development of Agency Coach AI, an AI-driven coaching platform for insurance agents. - The benefits of AI technology in sales training, including real-time feedback and role-play simulations. - Common challenges faced by insurance producers in sales conversations and how to overcome them. - The importance of rapport building and effective communication in closing sales. - The economic considerations and pricing models for AI software in the insurance industry. - The integration of AI tools with existing phone systems and their impact on agency management. - The contrast between traditional sales training methods and innovative AI-driven approaches. - The ethical considerations of contract practices in the insurance technology space.
How to get your agency ranked on ChatGPT11 Mar 202601:11:22
In this episode of the Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers are joined by marketing expert Chris Langille to discuss the realities of AI, ChatGPT, and digital marketing for insurance agents. Blending humor with practical advice, they debunk common myths about AI-driven search, highlight the continued importance of Google and social media, and share actionable strategies for building an effective online presence. The conversation also covers generational shifts in search habits, the pros and cons of various ad platforms, and the value of embracing new marketing channels alongside proven fundamentals. What The Guys Cover: - Introduction of the main guest and his diverse professional background. - Examination of the hype and misconceptions surrounding ChatGPT and AI. - Comparison of ChatGPT and Google in terms of search behavior and market share. - Insights into user intent and the effectiveness of different marketing platforms. - Emphasis on the importance of social media and video content for insurance marketing. - Analysis of advertising strategies, including the advantages of Facebook Ads over Google Ads. - Recommendations for budget allocation in marketing and the role of SEO. - Encouragement for insurance agents to leverage younger generations' digital skills and community engagement
Winning with Progressive Insurance04 Mar 202601:16:30
In this episode of the Insurance Guys Podcast, host Scott Howell and guest Corey Fischer, General Manager for Agency Distribution at Progressive Insurance, discuss Progressive’s approach to balancing direct and agency channels, insurance pricing, and leveraging technology like telematics and AI. Joined by Bradley Flowers and another contributor, they explore market trends, agency partnerships, and Progressive’s efforts to innovate in auto and property insurance. The conversation highlights the importance of transparency, strong carrier-agent relationships, and adapting to industry changes, offering practical insights for insurance professionals navigating a rapidly evolving marketplace. Episode Highlights - Discussion on the role of independent agents versus direct sales in insurance distribution. - Insights into Progressive Insurance's business model and premium distribution. - Examination of pricing strategies and market competitiveness in different regions. - Exploration of telematics and its impact on insurance rating and customer behavior. - Challenges and opportunities related to autonomous vehicles and their insurance implications. - The importance of technology and data analytics in pricing and underwriting. - Strategies for agency partnerships and enhancing agent relationships. - Overview of Progressive's growth initiatives in various insurance segments. - The significance of company culture and core values in driving innovation and success. - Addressing common misconceptions about pricing differences between direct and agency channels.
How To Save California's Insurance System with Stacy Korsgaden25 Feb 202601:00:04
In this episode, hosts Bradley Flowers and Scott Howell interview Stacy Korsgaden, candidate for California Insurance Commissioner. The discussion explores the challenges facing California’s insurance market, including overregulation, limited carrier options, and the strained FAIR Plan. Stacy shares her industry experience and outlines her plans to attract new insurers, embrace innovation, and improve consumer education and disaster response. The conversation highlights the importance of informed leadership, the impact of regulatory decisions, and the need for reform to restore a healthy, competitive insurance environment for Californians. Show Overview - Overview of California's insurance market challenges - Discussion on the candidacy of Stacy Course Gordon for California Insurance Commissioner - Impact of overregulation and Proposition 103 on insurance pricing and availability - Importance of real-world insurance experience in leadership roles - The role of the Department of Insurance in regulating and supporting the market - Strategies for attracting new insurance companies to California - The significance of consumer education regarding insurance processes and expectations - Examination of the FAIR Plan and its implications for the insurance market - Insights on the relationship between insurance agents and market dynamics - The need for innovative solutions and technology in addressing insurance issues in California
From Litigation To Legislation: What Every Insurance Agent Needs To Know18 Feb 202600:50:14
In this live episode of The Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers engage with the Young Agents of IIAG. They discuss pressing challenges such as legislative changes, tort reform, and market dynamics, with insights from guest John Barbour. The conversation covers the impact of litigation, coalition-building for political influence, and recent legal reforms in Georgia. The hosts blend humor, personal stories, and expert advice, encouraging agents to stay informed, proactive, and united as they navigate the evolving insurance landscape. The episode closes with a motivating call to leadership and community engagement. Highlights: - Live podcast recording at a recent insurance industry conference - Engagement with independent insurance agents and professionals - Discussion of industry insights and challenges - Legislative updates affecting the insurance sector - Importance of coalition-building among insurance agents - Impact of tort reform on the insurance market - Role of independent agents in the legislative process - Cultural challenges and public distrust in the insurance industry - Strategies for navigating complex insurance regulations - Encouragement for agents to take proactive steps in their businesses and communities
Making Insurance Sexy For Gen Z With Sam J. Louwrens11 Feb 202600:50:04
In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome Sam Louwrens, a young and refreshingly candid commercial insurance producer, for a lively discussion on the future of insurance, especially how to make it more appealing to Gen Z. Bradley Flowers kicks things off with a passionate rant about common misconceptions and bad advice that frustrate agency owners in online forums. The trio then explores why insurance is often misunderstood and underappreciated, tackling topics like industry mediocrity, the value insurance brings to society, and how the sector could attract innovative young talent. Sam shares his journey into insurance, emphasizing the appeal of residual income, flexibility, and creative opportunities for newcomers. The conversation candidly critiques tech disruptors, industry hype about AI, and highlights strategies for competing in the commercial space. If you’re interested in honest insights, humor, and advice on staying consistent in the insurance world, this episode is a must-listen!
NIL, College Sports and Insurance04 Feb 202600:51:43
In this episode, Bradley and Scott sit down with Will Hall from Game Point Capital, an agency that is playing a unique role in college sports during the NIL era.
Scott Had 2 Heart Attacks28 Jan 202600:47:01
In this episode, Scott takes us through his recent health scares and what he is doing to come back from the brink.
Van Mueller: How To Sell 800 Life Policies A Year21 Jan 202601:09:45
In this episode of the Insurance Guys Podcast, hosts Scott Howell and Bradley Flowers sit down with legendary agent Von Mueller, who shares his expertise on selling life insurance, annuities, and health policies at a remarkable volume, all while working just eight months a year. Von Mueller dives deep into the power of asking thoughtful, engaging questions as a tool to generate appointments and build genuine client relationships, stressing that listening and genuine interest are far more effective than simply dispensing information. He lays out actionable strategies for agents to overcome the struggle of getting in front of prospects, suggesting a “practice over study” approach and a formula for crafting compelling questions across different age groups. Key takeaways include leveraging your property & casualty book of business, using strategic questions to spark deeper conversations, and focusing on helping clients avoid financial pitfalls such as taxes and inflation. Von Mueller also offers details about his training resources for agents eager to take their sales skills to the next level.
GPTs For Insurance14 Jan 202600:56:35
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 more efficiently, and discuss why data privacy matters when using AI. Matthew explains how Gail’s voice-powered AI agents handle calls and how its custom insurance “GPT” keeps data safe and accurate. The episode also covers how many agencies are using these tools, tips for getting started, and special offers for listeners who want to try Gail. If you want to see how AI can make your agency run better and more securely, this episode is worth a listen.
Previewing The Protege07 Jan 202600:50:59
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 expansion. He gives tactical advice for handling out-of-state insurance opportunities, especially in states like Florida, highlighting critical underwriting and policy nuances. The group also discusses automation tools for agencies and innovative lead-gen tactics, revealing how David Carothers generated 500 paid leads in 30 days using AI-optimized Meta ads. The episode closes with updates on The Protege competition, the need for more diversity in the insurance industry, and tips on building a resilient, well-rounded agency. Expect a balance of actionable advice, candid industry talk, and plenty of banter!
Insuring Crypto 2.0 With Becca Rubenfeld31 Dec 202500:50:54
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 custody and insurance solutions can offer both technical and traditional protections. The trio also explores how insurance brokers can now partner with Anchor Watch through a new broker program and highlights the growing need for specialty crypto coverage for both individuals and commercial clients. With the rise of institutional money and changes in market dynamics, this episode is a must-listen for agents interested in entering the crypto insurance space. Becca Rubenfeld also shares updates from recent industry conferences, making this a timely conversation on a cutting-edge insurance niche.
Writing $1 Million New Premium Per Month24 Dec 202500:55:10
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 customer service. The episode covers Brightway’s unique approach to onboarding, producer development, and referral partner management, all fueling their strong growth. They discuss strategies for staying top-of-mind with referral sources, adapting in a tough Florida market, and why hiring outside the insurance industry can be a game-changer. Whether you want to scale your agency or refine your process, this episode is packed with actionable wisdom from top performers.
AI Submission Flow With David Watson17 Dec 202501:07:48
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 streamline and standardize the quoting process for independent agencies. He explains how the platform helps agents quickly identify qualified carriers, avoid wasted time, and reduce errors. This, in turn, makes agency operations more consistent and data-driven.The hosts discuss software integration, data management, and the business model behind Risk Advisor, including pricing and the absence of long-term contracts. The episode also offers candid insights into industry frustrations, such as difficult data vendors, and ends with actionable advice for listeners who are looking to modernize their agencies.A must-listen for agents seeking practical tech solutions to boost profitability while keeping the fun in the business.
How This Agency Grew To $200 Million Premium Organically10 Dec 202501:00:13
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 challenges of proprietary technology, integrating APIs with carriers and mortgage partners, and the long runway of hiring and training licensed agents. The trio also gets candid about industry cycles, consumer patience, AI’s impact on agency operations, and cross-selling strategies for bundling auto and home. With honest discussions about setbacks and wins, this episode is packed with lessons for agency owners seeking to grow smart in a changing market.
How To Be A Storyteller with Neal Foard03 Dec 202501:09:37
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 how small gestures, like handwritten notes and genuine kindness, make brands stand out. Neal Foard also offers actionable storytelling techniques insurance professionals can implement immediately, and highlights his Storyfire course for those serious about perfecting this essential skill. The hosts and Neil Ford swap personal stories that illustrate the power of storytelling not just in sales but in everyday life. If you want to grow your agency, connect more deeply with clients, and communicate your value, this episode delivers inspiration and tactical advice.
Embracing Tech Change and AI in Insurance with Jason Cass26 Nov 202500:56:37
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 innovation and learning.The hosts also candidly debate the use and risks of AI and automation in insurance, sharing real examples and compliance caution. Scott Howell entertains with behind-the-scenes stories—including a surprise live tasting of his homemade Moon Creek Farms wine. This episode delivers a unique blend of actionable tech advice, compliance insights, and genuine camaraderie, making it a must-listen for insurance professionals looking to stay ahead in a rapidly changing industry.
Today’s Crazy M&A Market19 Nov 202501:03:09
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 nuanced than simple revenue multiples, emphasizing the impact of risk factors, agency structure, and market timing. The conversation highlights why seeking professional advice is crucial before buying or selling an agency (and avoiding the ramen noodle diet that sometimes follows a badly structured deal). They also discuss the importance of culture fit in acquisitions and why emotional decision-making can be dangerous in business transactions. The episode wraps up with actionable advice for insurance agents: get clarity on your financials, seek outside guidance, and always think long-term when building value in your agency.
Scott And Bradley Pull Their Pants Down12 Nov 202501:08:11
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 activities. Listeners get an inside look at agency operations, hiring practices, budgeting lessons, and the power of training and progression for new staff. Key takeaways include leveraging texting to reduce inbound call volume, strategies for overcoming phone tree frustrations, and the value of process discipline. This episode also features two big announcements: a call for unique agency stories to be featured on the podcast, and a subscriber contest—a chance to win a personalized agency consultation with Scott and Bradley by subscribing to their YouTube channel. The show wraps with a reminder that rewards come from action and encourages agents to focus on driving revenue through intentional sales efforts.
Listener Call-In Show05 Nov 202500:50:23
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 discusses inbound versus outbound lead generation, compensation structures (W2 vs. 1099), and smart ways to maintain relationships with referral partners. They also get candid about handling difficult agency fires and the importance of documenting phone calls to minimize E&O risk. The episode wraps with a reminder that growing your agency is all about taking action and staying connected in your community.
Improving Agency Communication and Automation29 Oct 202500:46:41
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 the importance of over-communicating with clients to build trust and retention. The hosts also discuss the challenges of automation in insurance, its impact on internal processes, and why excessive automated communication can overwhelm everyone—agents, carriers, and clients alike. Bradley and Scott wrap up with honest insights on agency growth, recruiting talent, and the evolving landscape of insurance rates, noting the current shift toward a softer market. It’s a candid, relatable conversation packed with practical advice for insurance professionals on providing better customer experiences and strengthening agency operations.
Scott and Bradley Check In22 Oct 202500:43:12
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 post-purchase, and the realities of managing debt service and office consolidation. Scott and Bradley also exchange insights on the changing insurance market, the resurgence of M&A activity, and creative tech tools like the M1 AI app to streamline client communications. Personal stories, like bathroom mishaps and hurricane preparedness, pepper the episode with humor and humanity—reminding listeners that agency ownership is as much about adaptability as it is about strategy.
A Tribute To My Friend Steve Fisher15 Oct 202500:16:10
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 counselors and operates 24/7 to provide immediate support. For more resources, visit 988lifeline.org. Your life matters, please don't hesitate to seek help.
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