The Insurance Guys Podcast

Scott Howell & Bradley Flowers
  • 4.8 (201)
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The Insurance Guys podcast is dedicated to agents by agents. Scott Howell and Bradley Flowers discuss all aspects of becoming an insurance agent and give real life examples of their experiences in all aspects of hiring, sales and the day-to-day reality of running your own successful insurance agency.

  1. Breaking the Insurance Agent Mold: Leading with EQ to Win the Long Game

    1d ago

    Breaking the Insurance Agent Mold: Leading with EQ to Win the Long Game

    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.

    59 min
  2. The Greatest Challenges and Opportunities in Casualty Underwriting Today

    May 27

    The Greatest Challenges and Opportunities in Casualty Underwriting Today

    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.

    55 min
  3. The Human-AI Partnership: Redefining Roles and Relationships in Insurance Agencies

    May 20

    The Human-AI Partnership: Redefining Roles and Relationships in Insurance Agencies

    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

    45 min
  4. Outmarket Your Competition

    May 13

    Outmarket Your Competition

    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.

    50 min
  5. How CJ Hutsenpiller Crushes AI

    May 6

    How CJ Hutsenpiller Crushes AI

    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

    50 min
  6. Invest In Your Community, Your Community Will Invest In You

    Apr 29

    Invest In Your Community, Your Community Will Invest In You

    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

    51 min
  7. The Untold Stories of Wholesalers and Brokers

    Apr 22

    The Untold Stories of Wholesalers and Brokers

    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.

    55 min
  8. Run Your Agency Like A Football Team

    Apr 15

    Run Your Agency Like A Football Team

    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.

    48 min
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4.8
out of 5
201 Ratings

About

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

Information

  • Creator
    Scott Howell & Bradley Flowers
  • Years Active
    2017 - 2026
  • Episodes
    429
  • Rating
    Explicit
  • Copyright
    ©2017 The Insurance Guy
  • Show Website
    The Insurance Guys Podcast

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