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The Insurance Guys Podcast

The Insurance Guys Podcast

425 episodes — Page 1 of 9

Outmarket Your Competition

May 13, 202649 min

How CJ Hutsenpiller Crushes AI

May 6, 202650 min

Invest In Your Community, Your Community Will Invest In You

Apr 29, 202651 min

The Untold Stories of Wholesalers and Brokers

Apr 22, 202655 min

Run Your Agency Like A Football Team

Apr 15, 202648 min

Starting An Agency At 18 Years Old

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.

Apr 8, 202652 min

Build Your Own Tools: The Smart Way To Cut Costs In Insurance Operations

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

Apr 1, 202649 min

Can Insurance Agents Build Effective Referral Partnerships?

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.

Mar 25, 202646 min

How Can AI Revolutionize Sales Coaching for Insurance Agents?

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.

Mar 18, 20261h 7m

How to get your agency ranked on ChatGPT

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

Mar 11, 20261h 11m

Winning with Progressive Insurance

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.

Mar 4, 20261h 16m

How To Save California's Insurance System with Stacy Korsgaden

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

Feb 25, 20261h 0m

From Litigation To Legislation: What Every Insurance Agent Needs To Know

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

Feb 18, 202650 min

Making Insurance Sexy For Gen Z With Sam J. Louwrens

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!

Feb 11, 202650 min

NIL, College Sports and Insurance

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.

Feb 4, 202651 min

Scott Had 2 Heart Attacks

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

Jan 28, 202647 min

Van Mueller: How To Sell 800 Life Policies A Year

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.

Jan 21, 20261h 9m

GPTs For Insurance

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.

Jan 14, 202656 min

Previewing The Protege

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!

Jan 7, 202650 min

Insuring Crypto 2.0 With Becca Rubenfeld

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.

Dec 31, 202550 min

Writing $1 Million New Premium Per Month

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.

Dec 24, 202555 min

AI Submission Flow With David Watson

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.

Dec 17, 20251h 7m

How This Agency Grew To $200 Million Premium Organically

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.

Dec 10, 20251h 0m

How To Be A Storyteller with Neal Foard

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.

Dec 3, 20251h 9m

Embracing Tech Change and AI in Insurance with Jason Cass

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.

Nov 26, 202556 min

Today’s Crazy M&A Market

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.

Nov 19, 20251h 3m

Scott And Bradley Pull Their Pants Down

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.

Nov 12, 20251h 8m

Listener Call-In Show

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.

Nov 5, 202550 min

Improving Agency Communication and Automation

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.

Oct 29, 202546 min

Scott and Bradley Check In

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.

Oct 22, 202543 min

A Tribute To My Friend Steve Fisher

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.

Oct 15, 202516 min

IRS Challenges and Captive Insurance with Van Carlson

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 in, emphasizing that without accessible, affordable insurance, prosperity and commerce grind to a halt. The conversation dives deep into alternative risk solutions for business owners, with Van explaining the 831B tax code and the role of micro-captives in managing otherwise uninsurable or retained risks. He discusses how recent IRS scrutiny has shaped the space and underscores the importance of understanding both insurance and tax incentives to preserve wealth and fuel growth.From branding and technology tips for agencies to the risks and rewards of self-insuring, this episode delivers actionable insights for insurance professionals seeking to provide more value to their business clients—and warns agents to stay informed about emerging risk management tools before their competitors do.

Oct 8, 202556 min

Insuring Your Bitcoin With Becca Rubenfeld

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 kidnapping. The team also explores parallels between Starbucks’ business model and fintech innovation, and practical lessons in branding, process, and culture for insurance agents. If you’re curious about the future of crypto insurance or want actionable business growth tips, this episode is for you.

Oct 1, 20251h 7m

What’s New With Insurance GPTs

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.

Sep 24, 202550 min

MCPs And Their Place In Insurance

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.

Sep 17, 20251h 23m

Silicon Valley X Insurance

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.

Sep 10, 202559 min

Million Dollar Corvettes Swallowed By The Earth

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.

Sep 3, 202548 min

Airbnb Insurance Insights with Darren Nix

In this episode of the Insurance Guys podcast, hosts Scott Howell and Bradley Flowers engage in a dynamic discussion with Darren Nix, CEO of Steadily, an insurance company specializing in landlord insurance. They delve into the challenges and opportunities in the insurance industry, exploring topics such as the importance of branding for insurance agents, the impact of technology on agency operations, and the evolving landscape of reinsurance. Darren shares insights on Steadily's innovative solutions, including their new tool, Coverage Check, which helps property managers ensure tenants comply with insurance requirements. The conversation also touches on market trends, such as the softening of the reinsurance market and the implications for premium pricing. Darren also shares personal anecdotes about his passion for flying and the experience of insuring short-term rental properties like Airbnbs. The episode wraps up with practical advice for insurance agents navigating the current market conditions and maintaining healthy business metrics.

Aug 27, 202539 min

Alex Hormozi Made $150 Million In 7 Hours

In this episode, Bradley and Scott sit down with Kody Houk from Prime Risk. The guys break down the recent Alex Hormozi book Launch, dive deep into Kody's agency, and talk about the mistakes they see that other agencies make.

Aug 20, 20251h 2m

Listener Call-In Show

In this episode, Bradley and Scott do one of their favorite show formats, listener call in show.

Aug 13, 202557 min

How Sagesure Uses Tech To Win In Challenging Markets

In this episode, Bradley and Scott sit down with Paul VanderMarck, Chief Technology and Innovation Officer at Sagesure.

Aug 6, 202555 min

How Hagerty Separates Itself

In this episode Bradley and Scott sit down with John Gessner, Director of Marketing Strategy at Hagerty and Bryant Kolle Vice President of National Sales and Insurance Partnerships at Hagerty. The guys dive into what makes Hagerty tick.

Jul 30, 202552 min

Bouncing Around DC With Bradley and Doug

In this episode, Scott and Bradley sit down with Doug Benz from New Buffalo Insurance. The guys recap Bradley and Doug's trip to the White House and Capitol.

Jul 23, 202559 min

Streamlining Agency Commissions & Best Practices

In this episode of the Insurance Guys Podcast, Scott Howell and Bradley Flowers welcome Chris Peabody, Director of Partnerships at Ascend, to discuss insurance agency operations and automation. They explore the “Best Practices Agency” honor and share insights on effective financial processes. Chris explains how Ascend uses AI to streamline accounting and commission reconciliation, saving agencies time. The hosts relate their own experiences with billing issues, emphasizing how technology can improve efficiency and profitability. The episode provides practical insights for agency owners, highlighting the importance of action driven by technology.

Jul 16, 202547 min

Accelerate Your CRM

In this episode, the IGP guys sit down with Mariah Gates from Accelerated Automation. They discuss marketing, automation, and how Mariah founded her company.

Jul 9, 202556 min

Landlord Insurance Unlocked: Trends, Tech and Tales From The Front Lines

In this episode, Bradley and Scott sit down with Darren Nix, CEO of Steadily. The guys dive deep into the evolving world of landlord insurance as industry pros discuss the latest trends, real estate market shifts, and the growing importance of tech integrations. From defining “vacant dwelling” to handling mid-term rentals and building agency success, this episode delivers real stories, actionable insights, and practical advice for agents and investors navigating today’s property insurance landscape. Check Out Steadily >>> Here Check Out Gail >>> Here

Jul 2, 202552 min

H2Quoter: Flood Tech for Agents

In this episode, Scott Howell and Bradley Flowers welcome Aaron James Farmer, CEO of California Flood Insurance and creator of the H2Quoter flood rating platform. The conversation delves into the evolving landscape of flood insurance, focusing on the role of the NFIP versus private flood options, insights from the recent National Flood Conference (where, humorously, no one from FEMA was in attendance), and the growing importance of technology and automation in the insurance industry. Aaron shares his journey from scratch agent to insurtech entrepreneur, detailing the purpose and value of H2Quoter, a platform designed to streamline flood insurance quoting and binding for independent agents. The hosts discuss agency efficiency, commission structures, and the challenges of servicing diverse client bases with both tech-savvy and traditional customers. They also touch on business lessons, the significance of convenience in modern insurance sales, and creative strategies for agency growth and client service. Whether you're looking for tech tools to simplify flood insurance or want candid takes on carrier relationships and industry trends, this episode is packed with practical advice and fresh perspectives for insurance professionals. Check Out Gail Gpt ⁠meetgail.com

Jun 25, 202555 min

GPT's For Insurance

in this episode bradley and scott sit down with Matthew Vega-Sanz from Gail. The guys are happy to help Matthew announce Gail's new offering for the insurance industry, Gail GPT. Check Out Gail Gpt meetgail.com

Jun 18, 202553 min

Catch Up with Scott and Bradley

In this episode of the Insurance Guys podcast, hosts Scott Howell and Bradley Flowers discuss the challenges of running an insurance agency. The conversation covers managing staff, addressing employee absences, and maintaining productivity. Bradley shares a story about a business misunderstanding from having the podcast, which illustrates the balance between public discourse and business relationships. They also touch on post-bind inspections by insurance carriers and strategies for remarketing policies. Throughout, the hosts emphasize the need for proactivity and adaptability in the insurance industry for ongoing success.

Jun 11, 202554 min

Insurance Guys Crossover: Scott Howell Talks Hustle with Aaron Gordon

In this exciting crossover episode, Bradley Flowers introduces a special treat for Insurance Guys Podcast listeners - a dynamic conversation featuring co-host Scott Howell on the Keep Hustling Podcast with Aaron Gordon. Scott, Principal of IProtect Insurance and Financial Services, dives deep into the grit and hustle that have shaped his journey in the insurance industry. From his sports-driven upbringing and family influences to the challenges of building an independent agency, Scott shares actionable insights on decision-making, customer service excellence, and operational strategies that distinguish his agency. With Aaron’s fresh perspective, the episode explores the resilience and consistency needed to thrive in a high-stakes industry, culminating in Scott’s bold vision to make IProtect the #1 agency for customer service in the U.S. Packed with wisdom from two industry pros, this episode is a must-listen for anyone looking to elevate their game. Subscribe to Keep Hustling, follow Aaron Gordon online, and join the conversation on social media for more insights! Check Out Keep Hustling with Aaron Gordon - HERE

Jun 4, 202546 min