Get an affordable, flexible health insurance solution that your employees will love - and save 20% or more.


Making the Switch to Self Funding

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.

What Your Fully Insured Carrier Doesn’t Want You to Know eBook Mockup


It's not a secret anymore- your fully insured insurance carrier would rather you not know what you're missing. Tired of unexpected rate increases and zero data transparency? Take back control today. Start by downloading our e-book.


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.


Want to find out if you're a good fit for a self-funded plan? Our checklist helps you decide.


Why Roundstone?

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

Roundstone By the Numbers

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average annual employer savings compared to fully-funded.

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average distribution to captive participants.

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unspent captive premium distributed pro rata in 2021.

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amount below expected costs for groups in 2021.

average annual employer savings compared to fully-funded.

average distribution to captive participants.

unspent captive premium distributed pro rata in 2021.

amount below expected costs for groups in 2021.

3 Easy Steps to Get Started:

Schedule an Intro Icon

Schedule an Intro

– Learn about Self-Funding –

– Engage your Advisor –

– Request a Proposal –

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STEP 2: 

Make a Choice

– Review Your Options –

– Customize Your Plan –

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Start Saving

– Enroll –

– Implement –

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