The Enlightened Agent

Broker Buddha
  • 5.0 (4)
  • CAREERS
  • UPDATED MONTHLY

Conversations with forward-thinking insurance professionals and industry leaders about the future of the business, the importance of the agent role, and how the right technology strengthens business relationships.

  1. MAY 11

    Ep 40: Bill Devine & Jon Reynolds on Moving AI from Hype to Production

    In Episode 40 of The Enlightened Agent, Jason Keck sits down with Bill Devine and Jon Reynolds to explore how AI is moving from experimentation to real-world impact in insurance. Bill and Jon share the story behind Naitiv and their approach to helping carriers and brokers accelerate AI adoption by rethinking workflows, modernizing data, and building on platforms like ServiceNow. As the industry shifts from ideas to execution, the goal is simple: close the gap between innovation and production. The conversation dives into one of the biggest challenges facing insurance organizations today: AI is advancing rapidly, but most workflows, systems, and data structures were never designed for it. From underwriting and claims to onboarding and broker-carrier communication, they discuss why true transformation requires more than plugging AI into existing processes. They also explore how ServiceNow evolved from an IT ticketing platform into a broader enterprise workflow engine, and why Naitiv sees an opportunity to help the insurance industry modernize operations with AI-first infrastructure and orchestration. Together, they discuss: Why many AI initiatives struggle to move beyond proof of conceptHow outdated workflows and fragmented data slow innovationThe role of ServiceNow in modern insurance operationsWhy AI should be embedded into workflows, not layered on topHow agentic AI can reduce friction across broker and carrier interactionsWhy speed, orchestration, and governance all matter in regulated industries If you are an agent, broker, carrier, or insurance leader trying to understand how AI will actually reshape operations and workflows, this episode offers a practical look at what comes next. ‍ ‍

    32 min

  2. APR 20

    Ep 39: Natasha Kiemnec on AI Risk, Underwriting, and Why the Human Still Matters

    In Episode 39 of The Enlightened Agent, Jason Keck sits down with Natasha Kiemnec for a candid, no-filter conversation about artificial intelligence, risk, and how the role of insurance professionals is evolving. Natasha shares the story behind Lion Specialty and how she and her team built a modern brokerage focused on high-touch service, data, and thought leadership. As AI reshapes the industry, the goal is not just adoption, but rethinking how work gets done across underwriting, claims, and client service. They explore the less-discussed side of AI, including emerging risks, regulatory considerations, and how carriers and brokers are beginning to adapt. From hallucinations and errors & omissions exposure to real-world underwriting use cases, the conversation highlights why a human-in-the-loop remains critical. In this episode, they discuss: How AI is changing risk profiles across underwriting and claimsWhere AI introduces new exposures, including hallucinations and E&O riskWhy redesigning workflows matters more than simply adopting AIHow leading firms are using AI to compress weeks of work into hours If you are an agent, broker, or insurance leader trying to understand not just the opportunity but the risk of AI, this episode offers a practical look at what’s changing and what to watch next.

    28 min

  3. MAR 30

    Ep 38: Reghan Brandt on Loss Runs, Automation, and Building in the Age of AI

    Jason Keck sits down with Reghan Brandt for a candid, no-filter conversation about loss runs, operational complexity, and what it really takes to build in insurance today. Reghan shares the story behind Loss Run Pro and how she turned one of the most painful, manual processes in commercial insurance into a scalable, automated workflow used by thousands of agencies. From fax machines and follow-ups to APIs and automation, the goal is simple: eliminate friction and get agents the data they need, faster. They explore how AI is actually being applied across the industry, where it’s overhyped, and where it’s driving real impact. The conversation also dives into how modern agencies are thinking about build vs. buy, integrations, and creating more connected technology ecosystems. Together, they discuss: Why loss runs remain one of the most complex and critical workflows in insuranceHow automation and APIs are reshaping agency operationsWhere AI adds real value vs. where it’s just noiseThe shift toward more connected, flexible tech stacks If you are an agent, broker, or insurance leader looking to streamline operations and better understand how modern tools are changing the industry, this episode offers a practical look at what’s working and what’s next.

    27 min

  4. MAR 4

    Ep 37: Broker Buddha AI + Ryan Hanley on the Future of the Insurance Industry and AI

    In the Series 4 kickoff of The Enlightened Agent, Jason Keck sits down with Ryan Hanley for a direct, no-filter conversation about artificial intelligence and what it means for insurance agencies right now. Jason shares the vision behind Broker Buddha AI, a new enterprise-grade platform designed to unify CRM, task management, e-sign, service workflows, rating, loss runs, and more into a single AI-powered system integrated with major AMS platforms. After nine months of rapid development, the goal is simple: fewer systems, more flexibility, and faster innovation. Ryan challenges the comfortable narrative around AI, arguing that transactional work will be automated and agencies must refocus humans on what they do best: building relationships, solving complex problems, and selling. Together, they discuss: Whether AI replaces jobs or reshapes themWhy agencies still need a secure core system of recordThe shift from bloated software bundles to modular toolsHow AI-driven development enables real-time product iteration If you are an agent, broker, or insurance leader trying to understand what is hype and what is real, this episode offers a candid look at where the industry is headed and how to prepare.

    28 min
  5. Ep 36: Kim Nevinger, Vice President and Commercial Lines Manager at Tompkins Financial

    05/23/2023

    Ep 36: Kim Nevinger, Vice President and Commercial Lines Manager at Tompkins Financial

    On this episode of The Enlightened Agent, Broker Buddha CEO is joined by Tompkins Financial Vice President and Commercial Lines Manager, Kim Nevinger. Kim is responsible for the overall direction and management of the commercial lines service department, and as part of the agency’s senior leadership team, supports strategic initiatives across the organization. Kim has more than 30 years of experience in the insurance industry.

    23 min
  6. Ep 35: Sheri Weaver, Learning and Development Manager at HNI Risk Services

    05/16/2023

    Ep 35: Sheri Weaver, Learning and Development Manager at HNI Risk Services

    On this week's episode of The Enlightened Agent, Broker Buddha's CEO Jason Keck is joined by Sheri Weaver, Learning and Development Manager at HNI Risk Services. As a Learning & Development professional with a passion for collaboration and for creating memorable and meaningful learning experiences Sheri absolutely loves working with others and always seek to discover and encourage their strengths. Throughout her career, she has enjoyed the opportunity to be one of the first in line to welcome new talent and help craft their onboarding journey. From new talent onboarding through instructional design, training facilitation, project management and workflow management she has eagerly embraced the opportunity to have fun, empower others and weave unforgettable experiences into learning and development programs.

    28 min
  7. Ep 34: Brian Roberts, Chief Operating and Chief Diversity Officer at Lockton Companies

    05/09/2023

    Ep 34: Brian Roberts, Chief Operating and Chief Diversity Officer at Lockton Companies

    On this week's episode of The Enlightened Agent, Broker Buddha's CEO Jason Keck is joined by Lockton Chief Operating Officer and Chief Diversity Officer Brian Roberts. As COO for the Midwest, Brian is be responsible for operations and business development for Lockton’s regional hub, including Chicago, Cleveland, Green Bay, Memphis, Milwaukee, Nashville, Pittsburgh and St. Louis. A skilled people developer and coach, is also be responsible for attracting the best industry talent and maintaining Lockton’s position as the best place to work and do business in insurance.

    22 min
  8. Ep 33: Andrew Robinson, CEO at Skyward Specialty

    05/01/2023

    Ep 33: Andrew Robinson, CEO at Skyward Specialty

    On this week's episode of The Enlightened Agent, Broker Buddha's CEO Jason Keck is joined by Skyward Specialty CEO, Andrew Robinson. Mr. Robinson became the Skyward's second Chief Executive Officer in May 2020 and is a highly experienced and successful global insurance executive with a 30+ year track record of growth, financial improvement, strategic and operational leadership. His experience includes ten years with The Hanover Insurance Group, Inc., where he was President of Specialty Insurance, Executive Vice President of Corporate Development and Chief Risk Officer and subsequently at Crawford & Co. where he was Global Chief Operating Officer and Executive Vice-President.

    33 min
See All (39)

Ratings & Reviews

5
out of 5
4 Ratings

About

Conversations with forward-thinking insurance professionals and industry leaders about the future of the business, the importance of the agent role, and how the right technology strengthens business relationships.

Information

  • Creator
    Broker Buddha
  • Years Active
    2021 - 2026
  • Episodes
    39
  • Rating
    Clean
  • Copyright
    © 2026 Broker Buddha
  • Show Website
    The Enlightened Agent

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