Sales Development Representative

A Better Benefits Package

• Day 1 PTO Eligibility
• Dependent Care and Parental Leave
• Tuition Reimbursement
• Medical, Dental and Vision Benefits
• Annual Bonus
• Work/Life Balance

Community Outreach and Sponsorships

• Volunteering and Sponsored Events

Hybrid Work Schedule

• 401(k) Plan

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.

The work I do benefits others.

I enjoy what I do and love working with members of my team.

Everything we do at Roundstone revolves around our core values - Live Well, Work Smarter, Own It, and Be Intellectually curious. I am pushed past my comfort zone and feel supported. I am always growing and learning. We all work towards the growth and success of Roundstone. The icing on the cake, we have fun at the same time.

I feel like my contributions and skills are appreciated here.

We are helping others with an important challenge of providing affordable health benefits to employees and their family members.

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.

Have a question about group captive insurance? Ask me anything.