years of providing captive health insurance
in health insurance claims covered
employers working
with us
returned to employers
in the last 5 years
Founded in 2003, Roundstone is not your typical insurance company. We’re on a mission to help employers save on healthcare benefits so they can put those savings towards bettering their businesses and taking care of their employees.
We believe in affordable, high-quality healthcare for all. Our solution is an innovative self-funded group medical captive that enables small and midsize organizations to band together and purchase health benefits like the Fortune 500. The average client with Roundstone saves 20% compared to traditional fully insured plans.
Foster a healthy mind, body, and spirit, bringing a positive energy to all you do.
Get things done, better.
Accountability is your middle name. Be on time, do what you say, and finish what you start.
Always be learning. See opportunity everywhere and have a drive to know.
Roundstone employees have developed a work culture that is inclusive, friendly, and focused on success. From competing together in the Cleveland Corporate Challenge to the annual Heart Walk, plus our epic Summer Bash and Holiday parties, we’re proud to have created a supportive environment where we work hard and have fun together.
Roundstone PTO balances are updated annually and pro-rated if you start mid-year. This means your time is yours to use from day 1!
Roundstone matches contributions to this plan to allow employees to provide day-care or in-home care for their children and dependent elders at a reduced cost. Additionally, we understand the importance of family. We provide 2 weeks paid leave to spend time bonding with a new child, whether through child birth, adoption or foster care placement.
Roundstone reimburses you for pursuing the education to advance your career. Whether the reimbursement is for a single class or applied towards a degree program, we want to support your success!
Roundstone offers a full range of benefits, including a self-funded health plan, prescription drug benefit, dental plan, and vision plan. Roundstone even contributes toward medical expenses through an HSA and awards wellness program discounts on monthly premiums for participating employees.
Roundstone’s success is your success. Each year, employees are eligible for a bonus as a percentage of their earned compensation.
Roundstone’s culture supports your total well-being, from providing an in-office fitness trainer and gym, to the EAP that offers financial, legal, career, and mental health support to employees free of charge. We also never miss a chance to celebrate and host family-friendly events throughout the year.
Roundstone never misses a chance to give back to the Greater Cleveland community. Throughout the year, get involved in volunteering and sponsored events supporting local causes.
Our hybrid work schedule offers the best of both worlds — allowing our team members to enjoy the benefits of working from home while also fostering in-person collaboration and connection in our office space.
Roundstone matches 100% of employee contributions up to 3% and 50% of each of the next 3% elected.
Send us your resume to join our employment pipeline, and we’ll keep you informed of future opportunities that may be a good fit for you.