The Insurance Guys Podcast

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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

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

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.

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.

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.

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

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

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

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

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.

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

In this episode, Bradley and Scott sit down with Kabir Syed, founder and CEO of Ennabl. Check Out Ennabel Here >>>

In this episode, Bradley and Scott sit down with Ryan Hughes to talk about bringing your carrier and agency connections and policy downloads into the 21st century with Conduit. Check out what Conduit can do for your agency at conduituploads.com.

In this episode, Bradley and Scott sit down with Chris May, who is the founder of LTN Insurance, which Bradley's agency, Portal Insurance, recently acquired.

In this episode, Bradley and Scott sit down with their friend and regular podcast guest, Aaron Gordon.

In this episode, Bradley and Scott sit down and update everyone on what is going on in their respective agencies.

In this episode, Bradley and Scott sit down with Jeffrey Dean Seidel from Northshire Insurance. Jeffrey takes the guys on his journey through sobriety and fatherhood and how insurance has helped him accomplish his goals.

In this episode, Bradley decides to break a rule and upload the audio from his presentation at the upcoming The Insurance Agent Summit. Take a listen and let us know what you think. And if you want to learn more about The Insurance Agent Summit, click here. Get Exclusive IGP Listener Referral Code >>> Click Here

In this episode, Bradley and Scott talk with their friend Mike Carey. The guys discuss the importance of not putting all your eggs in the insurance basket.

In this episode, Bradley and Scott sit down with Michael Cruz from Foresight Insurance. Michael takes the guys through his innovative and controversial 4-day workweek policy, how he implemented it, and the results.

In this episode, Bradley, Scott, and Ryan Hanley discuss the current political environment and how it affects insurance, a controversial Facebook post, and SIAA acquiring Aureus Analytics.

In this episode, Bradley and Scott sit down with CJ Hutsenpiller from referral radar. Insurance Guys listeners get a huge discount for signing up via referralradar.com/igp.

In this episode, Scott and Bradley talk with Phil Friedman, CEO of iBynd, to discuss innovations in the insurance industry. They explore Phil's journey into insurance, his experiences with Amtrust, and the development of iBynd's platform, which streamlines insurance processes for agents and wholesalers. The conversation touches on the challenges and opportunities of embedded insurance, the technological advancements in iBynd's platform, and the importance of making insurance processes as efficient as possible. Additionally, the hosts share anecdotes about regional differences in the U.S., including a humorous discussion about guns and snow in Alabama versus New Jersey. The episode concludes with a reflection on the importance of taking action in business and life.

In this episode, Bradley and Scott sit down with author, speaker, and entrepreneur Billy J. Brown.

In this episode, Bradley and Scott sit down with the legend herself, Natasha May, the director of sales at Portal Insurance.

In this episode, Bradley and Scott sit down with Bob Arowood, founder and former president of Appalachian Underwriters. Bob takes the guys through what it takes to start an MGA or wholesaler, his journey, and the principles that grew Appalachian into the juggernaut it is today.

In this episode, Bradley and Scott sit down with Darren Burch from Burch Insurance Group; Darren talks about how he was frustrated with the tech offering in the insurance industry and decided to take matters into his own hands.

On this week's episode, Bradley and Scott sit down with a bunch of their friends for an "Ask Me Anything" session. To sign up for this in the future, go to portalinsurance.com/ama.

In this episode, Scott and Bradley welcome listeners to a lively discussion centered around a series of personal anecdotes and professional insights. Bradley shares a humorous yet nerve-wracking story about a mishap with his wife's new Rivian vehicle, illustrating the importance of communication and problem-solving in both personal and professional life. The episode then transitions into a detailed exploration of the benefits of having an agency intranet, with Bradley and special guest Kenneth Williamson discussing their innovative solution, "Mind Your Agency." They emphasize the need for organized processes, especially for agencies looking to scale efficiently. Kenneth introduces a new self-guided version of their intranet service, designed to help agencies develop processes at their own pace, while still receiving guidance and consultation. This episode is packed with practical advice and personal stories, making it educational and entertaining for insurance professionals looking to improve their agency operations.

In this episode, Bradley and Scott sit down with Jackson Rollo from Rollo Insurance. The guys discuss Jackson’s process of taking over his family agency at the ripe old age of 24.

In this episode, Bradley and Scott sit down with Micah Salas. Micah takes us through his journey of working for several agencies, focusing on being a producer. Plus, Bradley comes up with an idea that is a massive opportunity in the insurance space.

In this episode, Bradley and Scott sit down with Jeremy Clark to discuss his transition from “independent” exclusive to truly independent.

In this episode, Bradley and Scott sit down with CJ Hutsenpiller and he takes the guys through how he built his own agency management system.

In this special episode, Bradley, Scott and Ryan Hanley sit down with 50 insurance agents as they ask their questions.

In this episode, Bradley Flowers and Scott Howell sit down with Rick Pennington, an insurance agency owner who was inspired to drive from California to North Carolina in his Tesla Cyber Truck to help Hurricane Helene victims.

In this episode, Bradley and Scott sit down with their friend Forrest Derr, an expert in EOS and a man so committed to the system he has it tattooed on his body! You don’t want to miss this one!

In this episode, the guys cover lots of things including a recent viral clip on Florida insurance from the All In podcast.

In this episode Bradley and Scott sit down with Justin Goodman from Project 55. Project 55 is a 501c3 recognized non-profit community of insurance professionals and companies that are committed to increasing mental health awareness in the workplace. By providing actionable information, facilitating insightful discussions and collective learning, we empower individuals to prioritize their well-being, and build inclusive workplaces that challenge the stigma of mental health.