Employers
EMPLOYERS

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

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OUR SOLUTION

Who We Serve

Why Self-Fund

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.

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ROUNDSTONE UNIVERSITY

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Resources
RESOURCES

Explore helpful resources including case studies, webinars, and more.

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THE LATEST AND THE GREATEST

Webinars and Events

Cost-Savings Calculator

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On-demand sessions will be available soon

Friends Don't Let Friends Level-Fund Webinar
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.

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LATEST POST

Advisors

Recapping MCF 2025: Empowering Employers to Break Free from Rising Healthcare Costs
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FEATURED FAVORITES

News and Events

Roundstone Returns to Cleveland for Their 10th Annual Medical Captive Forum (MCF) April 30 – May 1, 2025

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Cost Containment

GLP-1 Medications and Your Business: What You Need to Know

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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.

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IT'S BETTER HERE

Meet the Team

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News and 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.

Advisors

Recapping MCF 2025: Empowering Employers to Break Free from Rising Healthcare Costs

Abbey Hughes May 19, 2025

Stopping blocks from falling

Stop-Loss

Understanding Stop-Loss Insurance

Roundstone Team May 12, 2025

Team analyzing financial data on a tablet and discussing reports at a meeting

Advisors

Why Data Is King in Healthcare Cost Containment: You Can’t Fix What You Can’t See

Taylor Neill April 22, 2025

Stethoscope symbolizes essential medical care provided within health care system, health insurance plays crucial role in financing treatment and medicine to disease, concept of health management.

Employers

Why Proactive Management of Your Employer Deductible Level Can Save You Money

Bruce Dunham April 3, 2025

A business owner breaking free from a fully insured plan by beginning to self-fund.

Cost Containment

How Big Insurance Companies Trap Employers Into Overpaying—And How to Break Free

Roundstone Team March 20, 2025

Person holding medical injector pens

Cost Containment

GLP-1 Medications and Your Business: What You Need to Know

Daniel Demyan March 13, 2025

MCF_Website

News and Events

Roundstone Returns to Cleveland for Their 10th Annual Medical Captive Forum (MCF) April 30 – May 1, 2025

Roundstone Team March 3, 2025

shaking hands after a successful negotiation

Cost Containment

Negotiating Better Healthcare: Strategies for Cost Containment and Stability

Ryan Audin March 2, 2025

HR-discusses-the-benefits-and-savings-of-a-self-funded-health-insurance-plan

Employers

Why More Employers Are Choosing Self-Funded Insurance

Roundstone Team February 25, 2025

Professionals comparing captive insurance vs self insurance benefits

Employers

Captive Insurance vs. Self-Insurance

Abbey Hughes February 24, 2025

Three business professionals smiling in an office corridor, holding tablets

Cost Containment

Unbundling Healthcare Cost Savings: Inside Roundstone’s Preferred Bundle

Abbey Hughes January 27, 2025

Advisor discussing employer health benefits with client at desk

Advisors

Group Captives: A Powerful Growth Opportunity for Advisors

Roundstone Team December 20, 2024

Team discusses cost containment strategies in a meeting

Cost Containment

8 Ways to Use the CSI Dashboard to Cut Costs for Your Clients

Abbey Hughes December 12, 2024

Team meeting discussing strategies for group medical captives solutions

Advisors

3 Reasons Advisors Who Offer Captives Are Emerging as Industry Leaders

Abbey Hughes November 26, 2024

empowering your clients unlocking the secrets to self funding success

Advisors

3 Keys to Empowering Your Clients for Self-Funded Health Plan Success: Webinar Recap

Abbey Hughes November 18, 2024