Employers
EMPLOYERS

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

Learn More

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.

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

THE LATEST AND THE GREATEST

Webinars & Events

Video Gallery

News & Views

Digital Downloads

NOW AVAILABLE ON DEMAND

Watch Now

NOW AVAILABLE 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

News and Events

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

FEATURED FAVORITES

Employers

The Importance of Culturally Competent Healthcare for Today’s Employer

Read More »

News and Events

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

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 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.

empower clients with insights on self-funded health plan solutions from experts in an on-demand webinar

News and Events

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

Abbey Hughes November 18, 2024

employees engaging in a conversation about employer-sponsored health insurance benefits at a boardroom table

Employers

Cut Healthcare Costs with Turnkey Employer-Sponsored Health Insurance

Abbey Hughes October 14, 2024

group discussion about employee healthcare

Cost Containment

How to Prioritize Employees’ Healthcare Needs with Self-Funding

Abbey Hughes September 18, 2024

self-insured vs fully insured shown visually with coin stacks

Employers

Self-Insured vs. Fully Insured Employee Health Benefits: How Do They Differ?

Roundstone Team September 10, 2024

reviewing a long receipt for healthcare

Cost Containment

How Captive Insurance Empowers CFOs To Take Charge of Healthcare Costs

Roundstone Team September 5, 2024

smiling group

Employers

Lower Your Health Insurance Costs: Using PEPY as a Benchmark for Your Employee Benefits Plan

Rob Hamilton September 3, 2024

CFO looking at a book in a bookstore

Employers

12 Essential Books for the Modern CFO

Roundstone Team August 23, 2024

2024-Inc-5000-Press-Release-Blog-Graphic-1800×1200

News and Events

Roundstone Celebrates 7 Years of Consecutive Growth with Inclusion in the Inc. 5000 List

Roundstone Team August 15, 2024

speaking to an advisor on the phone about medical captive

Cost Containment

How Advisors Can Grow Their Book of Business with Medical Captives

Roundstone Team August 14, 2024

7 Secrets to Finding a TPA That Fits Your Self-Funding Needs_Roundstone Insurance

Plan Document Tips

8 Secrets to Finding a TPA That Fits Your Self-Funding Needs

Lisa Kerr August 8, 2024

Hidden Costs in an Employee Benefits Plan

Employers

You Charged Me for What? Top 5 Hidden Costs in an Employee Benefits Plan

Roundstone Team July 29, 2024

sharing information on disadvantages of level funding with a colleague

Employers

10 Disadvantages of Level Funding: Why Self-Funding is a Better Choice

Roundstone Team July 23, 2024

12.4 Million Distributed Back to Group Captive Participants Quote from Mike Schroeder

News and Events

Roundstone Announces $12.4 Million Distributed Back to Group Captive Participants

Roundstone Team July 23, 2024

discussing prescription drug prices with a pharmacist

Cost Containment

Behind the Savings: How Employers in the Captive Save on Prescription Drug Prices

Roundstone Team July 11, 2024

employees celebrating saving with roundstone captive

Cost Containment

6 Reasons You’ll Save More Money with Roundstone Over Other Captives

Roundstone Team July 3, 2024