Roundstone
Roundstone is an innovative employee health benefits company helping small- and mid-size businesses deliver affordable, high-quality coverage. Founded in 2003, Roundstone has partnered with over 1,000 employers through our group medical captive, enabling them to safely self-fund by sharing risk, gaining control, and keeping savings where they belong. With industry-leading cost containment, unmatched long-term savings, and efficient onboarding backed by tailored support, Roundstone helps businesses thrive while taking care of their people.
February 19, 2026
How Client-First Advisors Are Winning with CaptivesTop advisors are solving problems better, not just selling harder. Learn how captives deliver transparency, control, and stability.
November 04, 2025
Captive growth raises fresh challenges, opportunities for benefits advisorsGroup captives are among the fastest-growing segments of the captive insurance market, expanding options and creating a greater need for advisors to help clients evaluate quality and risk.
October 08, 2025
Strategic TPA recommendations: 3 priorities for benefits advisorsWith nearly 83% of employer health plan spending tied to manageable costs, a trusted TPA partner is crucial for cost containment – particularly as more employers shift to self-funded plans.
September 08, 2025
Self-funded insurance advantage: advisor education fuels market growthWith 75% of employer-sponsored health insurance projected to be covered by self-funding plans by 2030, benefits advisors need data and training to help guide clients through this switch.




