Better Benefits. Better Life.

Helping employers do health benefits better, together.

Making the Switch to a Self-Funded Health Plan

Some businesses believe that they have no choice when it comes to health benefits. Or they think that making a change is complicated and risky. So they stay with their current insurance company, and accept a double digit cost increase each year.

We believe you deserve a better – and smarter – alternative: The Roundstone self-funded health insurance solution, a group medical captive.


How Self-Funding Captive Insurance Works

Self-funding is more flexible, cost-effective, and provides greater control and visibility into cost-drivers compared to traditional insurance.


For small to mid-size companies, however, self funded insurance has not always been practical. Roundstone makes it possible with the pooling of many employers in our group medical captive, the first of its kind. Since 2005, we have proven that banding employers together to achieve the efficiency and scale of a larger organization is the better way. ​

Our Guarantee to You

Two-thirds of our customers save enough in their first four years with us to pay the claims for their entire fifth year. And 100% save money, full stop. 


You will save money in the first five years or we’ll make up the difference. That’s our guarantee to you.

Watch and see how Roundstone helps employers provide better healthcare at a lower cost.

Roundstone By the Numbers

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Why Roundstone?

It starts with the way we make decisions. It shapes how we work with advisors and other partners. You feel it in the level of service that we provide. In everything we do, we are always aligned with the best interests of employers. Alignment is in our DNA.

We’ve Got Your Back

Our dedicated team provides personalized service - a one-stop shop of experts, advocating for you.

Full Disclosure

We simplify your claims data and provide regular reporting, giving you transparency from dollar one.

Freedom of Choice

You have control over what your plan covers, ensuring your policies serve all employees and staff members.

Cash Back

Pay only for what you use and keep 100% of unspent claim funding and unspent pooled stop loss premium.

What Our Customers Say

Do Your Self-Funding Research

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The Big Easy Approach to Benefits

Quality, Affordable Healthcare Made Simple
Roundstone’s Medical Captive Forum (MCF) was created to bring employers and benefits advisors together to learn more about self-funding best practices and trends. Educational at its heart, the MCF dives deep into the current health insurance marketplace to find solutions that save employers money while enriching their employee benefits programs.
Watch On Demand
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Captive Essentials Webinar Series

A Two-Part Guide to Self-Funding Employee Health Benefits
We’ll explore how various captives vary widely regarding control, savings, and flexibility – and how to choose the best captive to ensure success. If you’re tired of no transparency and big increases – and don’t want to pass them along to your employees, this informative event will help you understand other options.
Watch On Demand

Essential Guide to Self-Funding for HR Executives

With advice and tips from a team of experts, these comprehensive guidelines will help HR managers and anyone responsible for benefits in an organization to better understand how self-insurance works.

Is Your Company a Good Candidate for Group Captive Insurance?

Not sure if you could make a self-funded plan work for your organization or client? We've got you covered! Get this handy checklist and see.
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The Roundstone Guarantee: How It Works

By participating in our group medical captive, we guarantee that you will save money in the first five years or we’ll make up the difference. Download this fact sheet and learn how it works.

3 Easy Steps to Get Started:


Schedule an Intro

– Learn about Self-Funding –

– Engage your Advisor –

– Request a Proposal –


STEP 2: 

Make a Choice

– Review Your Options –

– Customize Your Plan –


Start Saving

– Enroll –

– Implement –

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