Captive Insurance Explained exists to demystify captive insurance for business owners. Built by insurance industry outsiders working to create the most efficient group captive available for middle-market real estate, each episode features a direct conversation with an industry expert on captive structuring, funding, or claims.
The goal is simple: make captive insurance understandable and accessible to business owners evaluating whether it makes sense for their own business.
Brought to you by Real Property Captive.
How to Set Up a Captive Insurance Company in Tennessee | Mark Wiedeman, TDCI
Mark Wiedeman runs the Captive Insurance Section at the Tennessee Department of Commerce and Insurance, joined by Michael Schulz, Jackson Wickham and Kevin Walters. In this conversation they walk through what the state competes on, what a regulator looks for before approving a captive, the capital required, what a captive files each year, how a dividend gets approved, and how to pause, close or move a captive out of the state.
28 Aug 2026
How to Set Up a Captive Insurance Company in Utah | Travis Wegkamp, Utah Insurance Department
Travis Wegkamp runs the Captive Insurance Division at the Utah Insurance Department, joined by Stephanie Liu, the division's Assistant Director. In this conversation they walk through what a regulator actually does: how a captive gets formed in Utah, what makes an application get rejected, what capital is required, what it costs to run each year, what the annual report is read for, and what happens when an owner wants to take a dividend, go dormant, sell the captive or shut it down.
28 Aug 2026
What Legally Makes a Captive an Insurance Company | Matt Queen, Captive Insurance Attorney
Matt Queen is a captive insurance attorney and the author of Modern Captive Insurance. In this conversation he draws the legal line a captive has to sit on: what makes it an insurance company rather than a savings account with a good name, where a premium dollar actually goes, why the IRS has fought captives for so long, how money comes back out to the parent, and what goes wrong inside a group captive.
28 Aug 2026
Why Domicile a Captive in Connecticut | Fenhua Liu, Connecticut Insurance Department
Fenhua Liu is Assistant Deputy Commissioner and Director of Captive Insurance at the Connecticut Insurance Department. In this conversation she covers what the state competes on, what a regulator looks for before approving a captive, the capital required, the service providers a captive needs, what has to be filed each year, how a dividend gets approved, and what a protected cell captive is and who uses one.
28 Aug 2026
How Captive Insurance Money Gets Invested: Float, Strategy and Risk | Jack Meskunas, Oppenheimer
Jack Meskunas has spent the better part of twenty years on the investment side of captive insurance. In this conversation he follows the money: what happens to a premium dollar once it enters a captive, how an investment strategy gets designed around it, what float is and how a captive uses it, how the domicile constrains what the portfolio can hold, and what happens when large claims arrive during a market crash.
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