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Roundstone is an innovative insurance organization founded in 2003 with a vision of giving small and mid-size businesses a proven strategy for affordable employee health insurance – our customers pay only for the healthcare they use while keeping the savings. Our unique self-funded group captive solution delivers high quality of care, mitigates risk, reduces claims volatility, controls costs, and returns savings right back to the employers and employees– a win-win all around. Hundreds of businesses rely on Roundstone as their trusted health insurance provider, saving them an average of 20 percent annually over the past decade. Roundstone is headquartered in Lakewood, Ohio with representatives throughout the United States.... Read more


We help small and midsize companies deliver high-quality, affordable health benefits that attract and retain the best employees.

We do this through our self-funded health insurance solution that leverages a group medical captive, the first of its kind. The captive bands together employers in a pool so they can have the same scale and resources of a large company.

The Roundstone solution offers transparency, flexibility, and significant cost-savings over traditional health insurance.
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Founded in 2003, Roundstone came together because of a shared belief in quality, affordable healthcare for all. This is the vision that drives us.... Read more


Roundstone's mission is to offer a better alternative to the fully-insured insurance model. One that offers transparency, control, and cost-savings. We are pushing to transform health insurance – and the ecosystem supporting and delivering it – with our unique self-funding solution and group medical captive, delivered through our growing network of trusted benefit advisors.

We help companies manage health insurance as part of their long-term growth strategy. 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. That’s our guarantee.
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Additional Culture Details

Roundstone promotes a customer-first culture with employees that are passionate and dedicated to making a difference. We encourage employees to maximize their potential in service to our mission of providing high quality, affordable healthcare solutions to employers and their employees.... Read more


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