Roundstone

Roundstone Based in Rocky River, Ohio, Roundstone offers affordable health benefits for small to mid-size business Roundstone Management, Ltd.

(“Roundstone”) is an insurance organization focused on the development, underwriting and servicing of alternative risk products, including captives and specialty insurance programs. Roundstone offers intermediaries and buyers an expertise in the captive marketplace coupled with turnkey insurance management services. Roundstone’s medical expense stop loss program allows mid-sized companies (20-1,000 employees) to control their health insurance costs through self-funding methods historically used by larger companies. In the standard health insurance market, all profits are retained by the insurance carrier, no matter how few claims are submitted. Our program works differently, by minimizing cost variability through shared risk in a group captive with other similar sized companies, letting employers retain any cost savings at the end of the year. The healthier the employees and the fewer claims submitted, the more potential savings for the employer. It is Roundstone’s mission to limit the annual increase in employer’s health benefit cost to a level below inflation.

Your Premiums. Your Control. Your Savings.  Think of a captive like a group savings plan for healthcare. Instead of send...
01/12/2026

Your Premiums. Your Control. Your Savings.

Think of a captive like a group savings plan for healthcare.

Instead of sending all your premium dollars to an insurance carrier, employers band together, share risk, and keep more control over how their plan works.

When claims are lower, the savings stay with the group, not the carrier.

Simple idea. Big impact.

Curious how a captive could work for your team? Let’s talk.
https://roundstoneinsurance.com/contact-us/?utm_source=Facebook&utm_campaign=1-12&utm_id=Webpage

01/09/2026

Primary care shouldn’t feel rushed, hard to access, or impersonal. Yet for many employees, that’s the norm.

🎙️ In our newest episode of Healthcare Forward, Michael Schroeder sits down with Dr. Berry, Direct Primary Care clinician at Maple Health, to explore how Direct Primary Care (DPC) is reshaping the patient-provider relationship and what it means for employers.

DPC replaces the traditional fee-for-service model with a membership-based approach that prioritizes access, time, and proactive care. The result is a better experience for patients and a smarter strategy for employers.

You’ll hear:
• What makes Direct Primary Care different from traditional primary care
• How the DPC model improves access, communication, and continuity of care
• Why employers are increasingly integrating DPC into self-funded health strategies
• How DPC supports cost containment while improving employee engagement

When employees can actually see their doctor, ask questions, and get timely care, better outcomes follow.

🎧 Listen to the full episode of Healthcare Forward on YouTube, Spotify, or Apple Podcasts.
👉 Listen here:https://roundstoneinsurance.com/roundstone-mcf-2026-registration/?utm_source=Facebook&utm_campaign=Dr.BarryHCF&utm_id=Youtube

Dallas, here we come. 🤠Our 2026 Medical Captive Forum is heading to the Hyatt Regency near Union Station on May 6–7. Two...
01/08/2026

Dallas, here we come. 🤠

Our 2026 Medical Captive Forum is heading to the Hyatt Regency near Union Station on May 6–7. Two days designed to help employers and advisors gain clarity, cut waste, and make more confident health plan decisions.

What you can expect:
• An empowering keynote to kick things off
• Education that’s practical, not theoretical
• Networking with hundreds of health insurance professionals

👉 Register now to join us in Dallas:
https://roundstoneinsurance.com/roundstone-mcf-2026-registration/ ?utm_source=LinkedIn&utm_campaign=MCF+Dallas&utm_id=Webpage

01/07/2026

Why do employers feel stuck at renewal?

Many fully insured plans offer simplicity, but not transparency. Employers pay the premium, absorb rising costs, and rarely see what is actually driving claims.

Regional Practice Leader Jack Schroeder explains how self-funding changes the equation by giving employers access to their data and greater control over healthcare costs.

Contact a Regional Practice Leader to learn how to take control of your data and make more informed benefit decisions for you or your clients’ plan: https://roundstoneinsurance.com/contact-us/?utm_source=Facebook&utm_campaign=FAQ-Jack&utm_id=Webpage

We’re growing in Northern California & Northern Nevada and looking for a Territory Salesperson (Regional Practice Leader...
01/05/2026

We’re growing in Northern California & Northern Nevada and looking for a Territory Salesperson (Regional Practice Leader) to help lead the charge.

At Roundstone, we partner with advisors to help employers rethink healthcare benefits through smarter, more transparent captive solutions. This role is about building relationships, winning new business, and closing deals in a competitive, high-impact territory.

This could be a great fit if you thrive on:
✔ Developing and expanding broker relationships
✔ Presenting confidently to advisors and employers
✔ Owning the sales process and driving results
✔ Turning complex benefits strategies into clear, compelling stories

This role is ideal for a driven benefits professional with 3–5 years of industry experience who’s ready to compete, grow, and make a real impact. Travel within the territory (8–10 overnights per month) is required.

Ready to help employers save on healthcare and reinvest in their people? Let’s talk.

https://roundstoneinsurance.com/about-roundstone/careers/?utm_source=Facebook&utm_campaign=RPLJob&utm_id=Webpage

TOGETHER AT ROUNDSTONE We’re glad your search has led you here! Browse All Jobs Roundstone Named a Winner of the Northeast Ohio Top Workplaces 2025 Award for 6th Time Roundstone Named a Winner of the Northeast Ohio Top Workplaces 2025 Award for 6th Time We are committed to creating a workplace whe...

Welcome to 2026 — The Year of Transparency In the world of healthcare benefits, where everything feels like a mystery an...
01/02/2026

Welcome to 2026 — The Year of Transparency
In the world of healthcare benefits, where everything feels like a mystery and nothing feels stable, we are committed to staying true to our mission to help you understand where every dollar in your health plan goes.

We are here to help educate and be a resource for you as you learn how to advocate for what’s best for your employees or clients.

Join us as we continue to shine a light in the darkness and advocate for the transparency you need in your healthcare benefits

Visit our webpage to explore all of the resources available to you today.

Better Benefits. Better Life. Helping employers do employee health benefits better, together. Get A Free Quote! Making the Switch to a Self-Funded Health Plan Some businesses believe that they have no choice when it comes to employee health benefits. Or they think that making a change is complicated...

Why wait for the next webinar when you can learn something valuable today?Our full library of on-demand content is alway...
12/30/2025

Why wait for the next webinar when you can learn something valuable today?
Our full library of on-demand content is always available with insights to help you navigate rising healthcare costs with confidence.

From PBM transparency to understanding stop-loss, these sessions give you real, actionable takeaways for 2026 planning.

📚 Explore the on-demand library and get ahead for the new year: https://ow.ly/kSqB50XLzc1

If you’re looking for practical and transparent guidance, we’re here to be a resource you can count on.

Thoughts on the future of AI in healthcare benefits?🤔Last month our founder and president Michael Schroeder had the oppo...
12/26/2025

Thoughts on the future of AI in healthcare benefits?🤔

Last month our founder and president Michael Schroeder had the opportunity to speak at Tulane University for an event on Business Careers in Healthcare.

When asked what skills students should make sure, they develop in today’s AI evolving job market, Mike shared that he believes, “Nothing will ever replace an intellectually curious mindset and common sense. AI will not work if those applying the solution do not stop and ask if it makes sense.”

We would love to hear — where do you think AI fits in?

This holiday season, our team has been taking time to Live Well and appreciate the things that matter most. As we gather...
12/25/2025

This holiday season, our team has been taking time to Live Well and appreciate the things that matter most. As we gather with the people who fill our lives with meaning, we’re wishing you and your loved ones much-deserved rest, joy, and good health.

Happy Holidays from all of us at Roundstone!✨

Most employers say they want a better health plan. But few are willing to question the one they’ve always had. One of ou...
12/24/2025

Most employers say they want a better health plan. But few are willing to question the one they’ve always had.

One of our core values is being intellectually curious. It means asking better questions, challenging assumptions, and staying open to ideas that sit outside our comfort zones.

In a world where healthcare costs keep rising, curiosity is not just a value. It is a competitive advantage.

When advisors and employers look beyond the status quo and explore new models, they often discover options that deliver better care and stronger long-term savings.

Innovation starts with a willingness to step back and reimagine what’s possible.

We see it every day. The employers and advisors who ask the hard questions are the ones who uncover real savings.

Let’s raise the bar on curiosity going into 2026. Your team deserves it.

What’s one assumption about health benefits you think deserves a second look?

📊 Know what you’re really paying for healthcareFor most employers, health benefits are the second-largest expense after ...
12/23/2025

📊 Know what you’re really paying for healthcare

For most employers, health benefits are the second-largest expense after payroll, yet for many, healthcare budgets treat healthcare cost as a black box.

That’s why we believe in measuring, not guessing. By using PEPY (total annual healthcare cost Per Employee Per Year) as a benchmark, you get a real “cost-per-unit” view of your plan. It works like a financial scorecard.

With a clear PEPY baseline, you can then:
• Identify whether you’re overpaying and by how much.
• See which cost categories (drugs, claims, administration) drive overspend.
• Set realistic savings goals grounded in data, not guesswork.

If you’re ready to reclaim control over your healthcare costs and start using data instead of estimates, this blog might be the spark you need to jump into the new year.
🔗 Read more → https://ow.ly/hvmW50XLxNg

Address

19621 Lake Road
Lakewood, OH
44116

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 8:30am - 5pm
Thursday 8:30am - 5pm
Friday 8:30am - 5pm

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Our Story

Based in Lakewood, Ohio, Roundstone offers affordable health benefits for small to mid-size businesses across the country.

Founded in 2003, Roundstone came together because of a shared belief that we could help employers adopt a different approach and positively impact bottom-line results.

Today, Roundstone is an Inc. 5000 Fastest Growing Company and Top Northeast Ohio Workplace. We are a team of insurance experts, registered nurses and specialists with backgrounds in accounting, regulatory, healthcare, actuarial, claims, risk management, underwriting and reinsurance, all under one roof.