The Insurance Guys Podcast

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.

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

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

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!

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.

In this episode, Scott takes us through his recent health scares and what he is doing to come back from the brink.

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.

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.

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!

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.