Search for topics or resources
Enter your search below and hit enter or click the search icon.
April 14th, 2026
1 min read
A captive is not a passive arrangement. Your client needs to know that going in, because misaligned expectations here are where clients end up feeling surprised or resentful down the road.
Here's what actual involvement looks like.
Board meetings happen. Your client will be invited to participate in the captive's governance. These meetings are where members review the financial performance of the program, look at claims data, and make decisions about how the captive is being managed. They're not optional and they're not just formalities. This is where your client gets the visibility and control they signed up for. If they want zero involvement, a captive is not the right fit and you should tell them that before they join.
Loss control is ongoing. The captive is a performance-based model. Your client's costs in future years are directly tied to how they manage risk right now. That means investing in safety programs, staying on top of claims when they happen, having real conversations about their operations and where losses are coming from. The captive gives them the data to do this better than they ever could in the traditional market. But they have to use it.
Quarterly statements come in. Your client should be looking at them. They show exactly what's in the trust account, what investment income is being generated, and how the current policy year is tracking. A client who ignores these statements is leaving money on the table and putting themselves at risk of being surprised at renewal.
Financial commitments are real. Premium is paid quarterly. If a rough year requires an assessment, the captive will call for additional capital. Your client needs the financial strength to meet those commitments. A business that is already stretched thin has no business being in a captive.
Now here's the part that makes the involvement feel different from what your client is probably imagining. Warren's vision for the captive community is a mastermind group, not an insurance meeting. Members talk about how they solve problems in their businesses. They share what's working in safety, operations, risk management. Nobody sits around talking about insurance. They talk about running better companies. And the ones who run better companies see it show up directly in their captive performance.
That's the upside of the involvement. It's not a burden. It's the benefit.
It's always your client. Never ours.
Warren Cleveland launched Captive Coalition after firsthand experience as an independent agency owner revealed a major gap in the market: agents lacked access to the knowledge and resources needed to compete with large brokerages offering captive insurance solutions. Warren brings over a decade of insurance leadership—including as President of ReNu Insurance Group—and a career that spans aviation, real estate, and commercial insurance. His mission is to ensure agents stay in control, keep their best clients, and confidently lead with captives. Warren Cleveland, ACI, CIC, AAI
Topics: