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 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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Health Plan Stop-Loss: Taking Control of Risk and Cashflow

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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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LATEST POST

Cost Containment

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

Employers

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

Roundstone Team 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

Roundstone Team 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

Roundstone Team 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

Roundstone Team 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

Roundstone Team 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

Roundstone Team June 26, 2023

Level Funded vs Self Insured_roundstone insurance

Employers

Level Funded vs Self Insured: Why Not Eat Pie and Keep the Leftovers?

Roundstone Team June 19, 2023

Budgeting-a-self-funded-health-plan_Roundstone Insurance

Cost Containment

How to Budget for a Self-Funded Health Plan

Mike Schroeder June 8, 2023

Self-funded-insurnace-atMCF-2023-in-Chicago_ Roundstone Insurance

News and Events

MCF 2023 Recap: The Roundstone Group Captive Makes the Mission of Affordable Benefits Possible

Roundstone Team May 25, 2023

Self-Funded-Health-Insurance-can-help-provide-attractive-benefits-to-your-employees

Employers

Could Self-Funded Health Insurance Be HR’s Antidote to Employee Dissatisfaction?

Roundstone Team May 22, 2023