We Believe in Quality, Affordable Healthcare For All

Everyone deserves access to affordable healthcare. At Roundstone, we built a captive model that makes taking care of your employees both accessible and financially smart.

We Believe in Quality, Affordable Healthcare For All

Everyone deserves access to affordable healthcare. At Roundstone, we built a captive model that makes taking care of your employees both accessible and financially smart.

Our Mission

Build a Fair Health Insurance Model

Small and midsize businesses have long faced a frustrating healthcare reality—rising costs, limited transparency, and few good alternatives. Roundstone was founded in 2003 to create a more sustainable way for employers to fund their health benefits. The result? The first self-funded medical group captive.

Today, more than 1,000 employers rely on Roundstone for greater control, transparency, and proven savings.

The Roundstone guarantee

You’ll Save Money Over 5 years—
Or We’ll Make Up the Difference

Our Values

Doing What’s Right for Employers. Always.

For us, putting employers first is more than a slogan. It is the principle behind everything we do. Every decision, from underwriting to partner selection, is shaped by thoughtful strategy, transparency, and accountability. We take ownership of results and continuously look for better ways to serve the businesses that trust us.

Our values guide the work that delivers our mission: quality, affordable care for all.

Live well

Work smarter

Be intellectually curious

Own it

Roundstone by the numbers

20+

years of providing captive health insurance

$1.5B

in health insurance
claims covered

1,000+

employers working
with us

$60M

returned to employers
in the last 5 years

HR Manager, F.H. Furr Plumbing, Heating & HVAC
Quality of care for employees is our top priority. But we also want to keep savings as high as we can, so we can extend more benefits to our employees. Being able to access data has allowed us to tweak the plan where we need to show us real savings.
President & CEO, United Food Bank
We really wanted to improve the quality of care for our employees. It's neat to see your employees embrace the plan, learn how to navigate it and get things taken care of that they may have been ignoring. We've got great feedback from employees and great utilization rates.
SVP Sales, Totem Solutions Group
We're both a benefits advisors and a Roundstone customer. Experiencing the benefits first hand of this higher quality health insurance plan gives us added confidence and credibility with our own clients as we help them to navigate their own journey to self-funded.

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Our Medical TPA

Seamlessly integrate claims processing and plan management

Ready To Take Back Control Of Your Healthcare Costs?

We’re helping businesses change self-funded health insurance for the better. Contact our team to get started on a quote today.