Episodes
62
Latest episode
Jun 2026
Language
EN
This podcast is designed to help insurance leaders improve their leadership skills and learn from the best in the industry. We pull in experienced leaders to tackle topics from employee engagement and management to creating vision that will elevate your organization. We believe that when we raise the bar for our leaders that our industry will thrive. At The Insurance Leadership Podcast, we provide you with resources that can be implemented in your business.
Emily Raspante, CEO of LeClair Group, shares her journey from captive agent to leading a 94-year-old organization as its first non-family CEO. The conversation explores AI in insurance, leadership transitions, company culture, mentorship, and how technology can support independent agents without replacing relationships.
In this episode of the Insurance Leadership Podcast, Ben Markland sits down with Sergio Tigera, founder of Game Changers, to discuss what it takes to create true alignment within an organization. The conversation focuses on why teams often stay busy without making real progress, and how clarity, focus, and strong leadership drive results. Sergio also shares insights on culture, leadership challenges, and the importance of building the right network to support growth.
In this episode of the Insurance Leadership Podcast, Ben Markland speaks with Sharon Alford, Vice President of Direct-to-Consumer Business Development, and Warren Laird, Marketing Director for Individual Products at VSP Vision Care. They discuss how the employee benefits landscape is evolving and how VSP is expanding access to vision care through technology, new distribution strategies, and a growing focus on individual coverage. The conversation highlights how strong leadership and partnerships help organizations adapt to change while meeting the needs of employers, brokers, and members.
What does disciplined leadership look like in a compressed insurance market? In this Season 6 Host Roundtable, Ryan Eaton, Ben Markland, and Casey Combest discuss the forces shaping insurance today margin pressure, regulatory complexity, broker consolidation, AI acceleration, and shifting distribution dynamics. Drawing on insights from ICMG, they examine alignment, operational discipline, innovation with guardrails, and the leadership depth required for sustainable growth. This episode sets the strategic tone for Season 6 clear, focused, and built for leaders navigating pressure.
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.
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