Are you an independent insurance agent or agency leader looking for a smarter way to grow your business, retain more profit, and better serve your clients? In this episode, host Brent Kelly sits down with Warren Cleveland, CEO of Captive Coalition, to uncover the untapped potential of captive insurance.

Warren shares his entrepreneurial journey from aviation to insurance innovation—and explains why captives are becoming essential tools for agents who want more control, transparency, and long-term client relationships. You'll learn how to overcome misconceptions, embrace failure as growth, and understand the real financial impact of captives on your agency’s future.

Highlights Include: 00:00 Introduction to Captives and Insurance Leadership04:12 Understanding Captives: What They Are and Why They Matter10:42 The Unique Approach of Captive Coalition19:39 Challenges and Misconceptions in the Captive Insurance Space25:02 Success Stories and Empowering Agents33:17 Advice for the Younger Self: Embracing Failure39:18 Final Thoughts and Resources for Agents

Whether you’ve never heard of captives or you’re ready to take the next step, this conversation will shift how you think about risk, revenue, and relevance in today’s insurance world.

To learn more about Warren Cleveland and Captive Coalition visit their site at https://www.captivecoalition.com/.

To learn more about our programs for growth-minded agencies visit www.sitkins.com.

Most insurance agency leaders focus on revenue, retention, and growth—but there’s one overlooked metric that could transform your agency’s future: Revenue Per Relationship.

In this episode, Brent Kelly breaks down why this powerful measurement matters more than ever and how it reveals the true value of your client connections. You’ll learn practical strategies to elevate client experiences, increase profitability, and create a culture of high performance and accountability.

If you're ready to break through growth plateaus, get more referrals, and lead your team with greater purpose and clarity, this episode is for you.

Discover:

• The #1 metric that drives long-term agency success

• How to deepen client relationships and grow without chasing more volume

• Why emotional intelligence is a business advantage

• How to shift from complacency to continuous improvement

Whether you’re an agency owner, sales leader, or producer, this episode will challenge the status quo—and equip you to grow smarter, not just bigger.

If you're ready to grow your agency, learn more about our programs at www.sitkins.com

Why not you? In this powerful solo episode, Brent Kelly challenges insurance agency leaders to confront the one thing holding them back: their mindset.

Drawing inspiration from the final chapter of Best Version Possible, Brent unpacks the core differences between good agencies and great ones. Discover the three areas where most agency leaders think too small—and how to break free from the self-limiting beliefs that keep your agency from growing.
02:00 – A Story from a Yacht and a Revelation
06:45 – Are You Thinking Too Small?
09:35 – Massive Action Beats Endless Planning
14:20 – Don’t Just Lead—Build Future Leaders

Whether you lead a small shop or a large, growing agency team, this is your reminder: You don’t need to be the smartest or most experienced—just bold enough to ask, “Why not me?”

If you're ready to stop playing small and start owning your potential, visit www.sitkins.com to learn about our programs, or order a copy of Best Version Possible.