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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Resources
RESOURCES

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

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THE LATEST AND THE GREATEST

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MCF 2025 | Take Control of Healthcare Costs and Profit

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End the Premium Pain: Unlock the Power of Self-Funding

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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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Cost Containment

Unbundling Healthcare Cost Savings: Inside Roundstone’s Preferred Bundle
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FEATURED FAVORITES
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

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News and Awards

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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.

Self-funded-insurance-provides-numerous-cost-savings-advantages-to-small-to-midsize-businesses_Roundstone Insurance

Employers

Friends Don’t Let Friends Level Fund: The Disadvantages of Level Funding

Sam Walters May 9, 2024

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News and Events

MCF 2024 Recap: The Big Easy Approach to Self-Funding and Affordability

Roundstone Team May 8, 2024

Roundstone is validated for cost savings by the Validation Institute

News and Events

Roundstone’s Captive Solution for Employee Health Benefits Verified by Validation Institute for Cost Savings

Roundstone Team May 2, 2024

Advisors

Captive Essentials: Learn the Basics of Self-Funding in a Group Captive

Roundstone Team April 24, 2024

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Advisors

The Top 5 Misconceptions Employers Have About Group Captive Insurance

Rob Hamilton April 18, 2024

Advisors

“If You Know Only One Captive…” Why Roundstone Should be the One

Roundstone Team April 11, 2024

Comparing Stop-Loss Captives vs. Traditional Insurance

Employers

Stop-Loss Captives vs. Traditional Insurance: How Do They Compare?

Roundstone Team April 10, 2024

Advisors

Why In-House Underwriting is Invaluable to a Self-Funded Insurance Plan

Roundstone Team April 4, 2024

Calculating How Much Can You Save with Self-Funding in a Captive

Long-Term Strategy

Cost Calculator: How Much Can You Save with Self-Funding in a Captive?

Roundstone Team April 2, 2024

Woman feeling satisfied because her self-funded health insurance plan prioritizes maternal health.

Well-Being

Empowering Maternal Health: 6 Strategies for Self-Funded Employers

Roundstone Team March 28, 2024

Employees-satisified-and-cheering-thanks-to-their-self-funded-health-insurance-plan_Roundstone Insurance

Employers

6 Ways Self-Funding in a Group Captive Enhances Employee Satisfaction

Roundstone Team March 22, 2024

Employees-satisified-with-their-benefits-thanks-to-self-funded-health-insurance_Roundstone Insurance

Employers

Energize Your Business with Better Employee Health Benefits

Mike Schroeder March 21, 2024

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Advisors

What Does the Future of Self-Funded Stop Loss Captives Look Like?

Roundstone Team March 14, 2024

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Employers

Self-Funded Captive vs Level-Funded Insurance: Understanding the Difference

Roundstone Team March 7, 2024

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News and Events

Roundstone Announces Medical Captive Forum in New Orleans, May 1-2, 2024

Roundstone Team March 5, 2024