Insurance Leadership Podcast

What does effective leadership look like as data, AI, and technology continue to reshape the insurance industry? In this episode, host Ben Markland is joined by Nicole Farley, Sn. VP, Chief Insurance Officer at Bold Penguin, for a practical conversation on digital distribution, data driven decision making, and leading through change. Nicole shares how technology is being used to support agents, why excess and surplus business is growing, and what guardrails matter most as AI becomes more common across insurance. This episode offers clear takeaways for leaders navigating change while keeping relationships and trust at the center of the business.

What does effective leadership look like when premiums rise, options multiply, and employers feel the pressure? As premiums rise and the market grows more complex, effective leadership matters more than ever. In this episode, host Ben Markland is joined by Mark Lampen, owner of Health Insurance Specialist, for a practical conversation on staying relevant, balancing technology with relationships, and bringing real solutions to clients. Drawing on more than 30 years in the industry, Mark shares insights on GAP strategies, rising out-of-pocket costs, and why simplicity still delivers results. This episode offers clear takeaways for agents and leaders navigating change in today's insurance landscape.

We're closing out the final episode of 2025 on the Insurance Leadership Podcast with a look back at the standout conversations, lessons, and leadership themes that shaped this year. This highlight reel pulls together the voices of nine remarkable guests along with insights from Casey, Ben, and Ryan as they reflect on a year of growth, innovation, and integrity. This year reminded us of one thing: insurance is a people business first. And the leaders who thrive are the ones willing to learn, innovate, and lead with purpose. We're grateful for every listener who joined us throughout 2025 and look forward to another strong year ahead.

Markets moved fast, technology moved faster, and leadership had to keep pace. In this roundtable conversation, Casey Combest, Ryan Eaton, and Ben Markland reflect on the defining trends that shaped 2025—from digital transformation and carrier exits to AI innovation and developing the next generation of talent. The trio shares how brokers and carriers are adapting to a more data-driven, technology-forward marketplace while staying rooted in relationships, mentorship, and integrity. Whether you're leading a team, managing partnerships, or navigating the changing insurance landscape, this episode highlights how adaptability, creativity, and human connection remain the keys to success.

What if the key to financial freedom isn't just about earning more—but preparing for the moment you won't love your job anymore? In this episode, host Casey Combest sits down with Sam Dogen, better known as the Financial Samurai, to talk about his new book Millionaire Milestones: Simple Steps to Seven Figures. Sam shares practical strategies on forecasting your misery, managing inconsistent income, celebrating wins without losing focus, and investing with perspective in uncertain markets. Whether you're a sales professional juggling commission, a leader steering a team through change, or someone planning for long-term independence, this conversation is packed with lessons to help you build wealth and lead with confidence.

In this episode, Ben Markland sits down with Terry Ward, Senior VP of Sales at United Vision Plan, live from the ICMG Conference in Tampa, Florida. With over 40 years of experience in the vision benefits industry, Terry shares his journey and how technology, consumer expectations, and transparency are reshaping the way benefits are delivered. From the evolution of vision care to the rise of digital platforms, Terry offers a fresh perspective on leadership, adaptability, and meeting today's industry challenges head-on.

In this episode, Ben Markland talks with Dustin Moseley, Head of Distribution & Partnerships at Guardian Life, about his journey from entrepreneurship to the insurance industry. Dustin shares insights on building strategic partnerships, trends in the gig economy, and opportunities in the retiree market. He also discusses the importance of perseverance, staying informed, and how to navigate today's evolving insurance landscape. Tune in for valuable advice and industry insights.

What happens when someone with firsthand experience in both clinical chaos and corporate healthcare decides to challenge the status quo? In this episode of the Insurance Leadership Podcast, host Ryan Eaton sits down with Tiffany Rider—health policy expert, NFL cheerleader alum, ER clinician, and founder of 20+ ventures—to explore her unconventional journey from rural Louisiana to national healthcare reform advocate. Tiffany opens up about the defining moments that shaped her mission to empower patients, expose inefficiencies in the system, and bring transparency to the broker-employer relationship. From misaligned incentives to the promise of direct primary care, this conversation is a must-listen for brokers, business leaders, and anyone seeking practical ways to drive real change in healthcare.

Welcome back to the Insurance Leadership Podcast! Chris Ellis, CEO and Founder of Thatch, joins co-host Ben Markland for a powerful conversation recorded live at the ICMI Conference in Tampa. From his early days in cancer research at MIT to launching a company built to empower brokers, Chris shares how a deep understanding of healthcare and a passion for solving real problems led him to create one of the most promising platforms in the benefits space.

Welcome back to the Insurance Leadership Podcast! Alisha Pequeno, Head of Distribution and Broker Partnerships at Zurich North America, joins co-host Ben Markland to share leadership lessons from the carrier side. She discusses building strong partnerships, leading with authenticity, and creating a culture that drives growth. Tune in for practical insights to help you lead, adapt, and build lasting success.

Welcome back to the Insurance Leadership Podcast! What happens when the uniform comes off—but the mission isn't over? Army veteran and entrepreneur Adam Peters joins co-host Casey Combest to talk life after service, rebuilding identity, and leading with authenticity. From combat zones to boardrooms, Adam shares how discipline, vulnerability, and purpose helped him launch Stronghold—a thriving community supporting veterans in transition. This episode is packed with leadership insights for anyone navigating change, redefining success, or learning to lead from who they truly are.  

Welcome back to the Insurance Leadership Podcast! In this engaging episode of the Insurance Leadership Podcast, co-host Ben Markland welcomes Warren Laird, a seasoned leader in the insurance and vision care industry. With nearly three decades at VSP Vision Care, Warren shares invaluable insights on leadership, company loyalty, and fostering a workplace culture that stands the test of time. We explore the key lessons he's learned throughout his career and how they apply to today's ever-evolving business landscape.

Welcome back to the Insurance Leadership Podcast! In this episode, Co-host Casey Combest opens today's episode with Luke Aslesen, Founder of INFRMD, a leader in revolutionizing how employees engage with their benefits. Luke shares his fresh approach to simplifying complex insurance concepts and discusses innovative programs like Benefits Boot Camp, designed to transform employee education in the industry.

In this special episode, Ryan shares heartfelt gratitude for the team that made it all possible and introduces two new co-hosts: Casey Combest and Ben Markland. Both bring a wealth of knowledge and fresh energy, poised to add even greater depth to the ILP. Listeners will hear about exciting updates for the new season, including a revamped format with dynamic Q&A sessions, an impressive lineup of guest speakers, and an enhanced focus on audience interaction.

Join us as we reflect on an incredible year of growth and insights. From leadership lessons with a former Secret Service leader to game-changing innovations in AI and industry expertise, 2024 was transformative. Celebrate the milestones, gratitude, and inspiration as we look ahead to a bright future!

Welcome back to the Insurance Leadership Podcast! In this episode, host Ryan Eaton sits down with Mark Lampen, founder of Health Insurance Specialists, a Missouri-based general agency known for its exceptional service and specialized approach. Mark shares his journey from starting in insurance right out of college to building a successful small agency focused on quality over quantity. He discusses the benefits of specialization, the importance of relationship building, and how staying hands-on with brokers and clients has helped him thrive in an industry filled with larger competitors. Join us to hear Mark's insights on the unique strengths that small agencies bring to the insurance world!

Welcome back to the Insurance Leadership Podcast! In this episode, Ryan Eaton talks with Mikel Cook, owner of The Cook Group Inc., about his 25-year journey in the insurance industry. Mikel discusses his transition from Blue Cross Blue Shield to founding his own general agency in Dallas, Texas, and reflects on 15 years as a general agent, highlighting the challenges and successes of running a small GA in a market dominated by larger corporations.

Welcome back to the Insurance Leadership Podcast! I'm Ryan Eaton, and today we have an outstanding guest. Joining us is Suril Kantaria, Co-founder of Adaptional, a visionary leader who's made waves in both insurance and tech. From his days as student body president at Dartmouth to founding and scaling Savvy, and even contributing at Twitter under Elon Musk, Suril has consistently pushed the boundaries of what's possible.

Welcome to another engaging episode of the Insurance Leadership Podcast, hosted by Ryan Eaton. In this episode, we chat with Richard Lett, CEO of LeClair Group, who has an intriguing background that spans from serving in the British Secret Service to leading an FMO in the insurance industry. Tune in to uncover Richard's unique journey and gain insights on leadership, risk management, and the importance of relationships in business.

In Episode 40 of the Insurance Leadership Podcast, Ryan Eaton welcomes Brendan McLoughlin, President and Chief Marketing Officer at e123. Brendan shares his extensive experience in the healthcare industry, innovative approaches to distribution, and the impact of technology and AI on business processes.