27887 Clemens Road

Jennifer Boerio



Roundstone is an independent insurance organization focused on developing and managing captive and alternative risk products that delivers a centralized and experienced insurance management team. In 2005, Roundstone’s business expanded to self managing its Bermuda facility and providing captive management services. While Bermuda offers regulatory benefits and creates better reinsurance opportunities in program management, all insurance policies are issued by a U.S. domiciled and regulated insurance carrier. In 2008, Roundstone began offering specialty program management services to include Mid-Market Med, our medical stop loss insurance program.

Today, Roundstone continues to provide reinsurance support through numerous captive facilities for more than twenty different insurance programs that include both employee benefit and property & casualty exposures.

Our team has the accounting, regulatory, actuarial, claims, risk management, underwriting, and reinsurance experience you need. Practical know-how, creativity, and exceptional service: that's how our team turns risk into results. All of our services, including program insurance, captive insurance, reinsurance, claims management and capital participation are offered on an unbundled basis. Our clients include groups, associations, actuaries, accountants, attorneys, businesses, insurers, risk managers, program administrators, consultants, brokers and other professionals in the insurance marketplace.


  • Medical Expense Stop Loss Group Captive for the Middle Market Employer and Trucking, and Agricultural Companies

  • Workers’ Compensation Group Captive for Contractors

  • Prepaid Legal

  • Consumer Products Warranty

  • Workers’ Compensation Pay-As-You-Go program

  • Public Livery program

  • Medical Malpractice captives

  • Roundstone Features archive
    Captive Insurance Times
    Michael Schroeder of Roundstone explains why transparency, control and cost savings are the secret sauce offered by a medical captive
    Certain insurers are shying away from the legal marijuana industry, leaving a gap that could be filled by captives. Michael Schroeder of Roundstone Management examines the issues surrounding this controversial topic
    The removal of an unnecessary intermediary fee is good news for those interested in creating a more cost-effective healthcare delivery system, says Michael Schroeder of Roundstone
    Roundstone Interview archive
    Captive Insurance Times
    Value-based plan design, reference-based pricing, community health plans and population health management were all hot topics at Roundstone’s first Medical Captive Forum. Michael Schroeder explains
    Roundstone News archive
    Captive Insurance Times
    Roundstone and HUB team up on captive programme
    16 October 2017 | Ohio | Reporter: Becky Butcher
    Roundstone Management and HUB International have partnered up to create self-funded medical captive programmes
    Roundstone launches university captive programme
    07 October 2016 | Lakewood, Ohio | Reporter: Becky Butcher
    Roundstone is planning the launch of a university programme focusing on captive insurance...
    Roundstone partners with Missouri health system
    19 April 2016 | Missouri | Reporter: Becky Butcher
    Roundstone Management has partnered with SoutheastHEALTH to underwrite health insurance coverage for the Southeast First Option Health Plan...
    Roundstone launches captive insurance solution
    23 February 2016 | Ohio | Reporter: Becky Butcher
    Roundstone has partnered with Guiding Life, HealthSCOPE Benefits and LDI Integrated Pharmacy services to launch a new captive medical insurance solution...
    Roundstone Management to relocate HQ
    12 January 2016 | Lakewood, Ohio | Reporter: Becky Butcher
    Roundstone Management is moving its headquarters from Westlake to Lakewood in Ohio in July, subject to paperwork...
    Roundstone releases new voluntary benefits programme
    23 October 2015 | Ohio | Reporter: Becky Butcher
    Roundstone Management has launched a voluntary benefits captive insurance programme, the first of its kind in the insurance industry...
    Roundstone offers new health plans
    20 March 2015 | Ohio | Reporter: Stephen Durham
    Roundstone Management and the Columbus Chamber of Commerce have entered into an exclusive captive partnership to offer self-funded health plans to employers with 20 to 500 employees in Ohio...
    Schroeder: so much more to captives than that
    21 November 2014 | Ohio | Reporter: Stephen Durham
    Setting up a captive insurance programme primarily for tax purposes could get owners and managers into serious trouble, according to president of Roundstone Insurance, Michael Schroeder...
    Roundstone Management welcomes new director
    10 June 2014 | Ohio | Reporter: Tammy Facey
    Roundstone Management has appointed Jonathan Hendrix as director of accident and health underwriting and market development...
    INCAP saves $2 million in first year
    24 April 2014 | New Hampshire | Reporter: Stephen Durham
    Clark & Lavey Benefits Solutions and Roundstone Management have praised the first year results of the INCAP insurance programme...
    Securities Lending default image
    Roundstone Management and Nationwide Life Insurance Company have signed off on a new managing general underwriter agreement focussing on group captives...