Employers
EMPLOYERS

Switch to Self-Funding for Flexibility, Transparency, and Cost Savings

Learn More

OUR SOLUTION

Who We Serve

How It Works

Cost Containment
Advisors

ADVISORS

Roundstone recognizes and appreciates the important role benefits advisors play — that’s why we only operate through our network of trusted advisors.

Learn More

DOWNLOAD RFP CHECKLISTS

Submit an RFP

ROUNDSTONE UNIVERSITY

Enroll Today
Resources

RESOURCES

Explore helpful resources, including events, webinars, case studies, fact sheets, press releases, and more.

View All

SERIES NOW ON DEMAND

Watch Now

SESSIONS NOW ON DEMAND

Watch Now
Blog

BLOG

Stay up-to-date with the latest trends and learn about how small to midsize businesses can enjoy the benefits of self funded health insurance.

View All

LATEST POST

Employers

Taking Back the American Dream with Self-Funded Healthcare
Read More »

FEATURED FAVORITES

Case Study

Roundstone’s Success Story: How We Avoided Increasing Employee Contributions for 8 Years

Read More »

Employers

How Self-Funded Health Insurance Impacts Employee Satisfaction

Read More »
About Us
ABOUT US

We are a health benefits captive providing self-funded solutions to small and mid-sized employers. Our self-funded medical group captive bands employers together to fund their benefits the way much larger Fortune 500 companies do.

Learn More

IT'S BETTER HERE

Meet the Team

Join the Team

News & Awards

ABOUT OUR BLOG

Stay up-to-date with the latest trends and learn how small to midsize businesses can enjoy the benefits of self-funded health insurance.

taking-back-the-american-dream-with-self-funded-healthcare-2_Roundstone Insurance

Employers

Taking Back the American Dream with Self-Funded Healthcare

Rob Hamilton September 29, 2023

Employees-Satisfied-With-Their-Self-Funded-Health-Plan-Thanks-to-a-Responsive-TPA

Cost Containment

What is a TPA? The Secret to Getting the Most Value From Your Self-Funded Health Plan

Matt Gallagher September 19, 2023

employee-satisfaction-from-a-self-funded-health-insurance-plan_Roundstone Insurance

Employers

How Self-Funded Health Insurance Impacts Employee Satisfaction

Matt Gallagher September 12, 2023

conference room discussion

Case Study

Roundstone’s Success Story: How We Avoided Increasing Employee Contributions for 8 Years

Chad Buskirk September 5, 2023

Employers

Onboarding a Self-Funded Health Plan: Best and Worst Practices

Matt Gallagher August 21, 2023

Roundstone-a self-funded-insurance-solution-is-an-Inc-5000-fastest-growing-company

News and Events

Roundstone Named on the Inc. 5000 List of Fastest Growing Companies for 6th Consecutive Year

Terri White August 15, 2023

Reading a workplace wellness book.

Well-Being

10 Workplace Wellness Books Not to Miss

Marcy Leonard August 9, 2023

self-funded health plan hand shake

Employers

Understanding the Players in a Self-Funded Health Plan

Matt Gallagher July 26, 2023

what-makes-a-great-advisor-to-a-self-insured-healthcare-plan_Roundstone Insurance

Advisors

Top 10 Criteria for Selecting the Right Employee Benefits Advisor

Rob Hamilton July 18, 2023

group-discussing-family-benefits-under-a-self-funded-health-plan_Roundstone Insurance

Cost Containment

Demand for Better Family Benefits is on the Rise

CSI Team July 14, 2023

Roundstone Delivers Quality, Affordable Healthcare

News and Events

Roundstone Reports $8 Million Distributed Back to Its Group Captive Participants

Terri White July 11, 2023

how-self-funded-health-insurance-works-discussion_Roundstone Insurance

Employers

Self-Funding 101: How Does Self-Funded Health Insurance Work?

Rob Hamilton July 5, 2023

Employers

Customer Experience in Health Insurance: Q&A with Jasmine Bibb, Director of Customer Experience at Roundstone

Terri White June 30, 2023

group-sitting-around-discussing-why-health-insurance-is-so-expensive_Roundstone Insurance

Cost Containment

Why Is Health Insurance Expensive? 7 Things You Can Do to Lower Costs

CSI Team June 27, 2023

2023 Top Workplaces x Roundstone

News and Events

Roundstone Named A Winner Of The Northeast Ohio Top Workplaces 2023 Award

Terri White June 26, 2023