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Business Details
23 Years
experience
Self-Funded Health Insurance Solutions for Employers
Founded in 2003, we revolutionized employee health benefits by creating the first group medical captive tailored for small to mid-sized businesses. Our innovative model empowers employers with the same advantages Fortune 500 companies enjoy: cost savings, transparency, and control over healthcare spending. Through strategic risk pooling, we enable businesses with 25-1,000 employees to access self-funded insurance solutions previously unavailable to them. Our 180-person team delivers personalized service, combining underwriting expertise, data analytics, and cost-containment strategies to achieve measurable results. With over $10 million distributed annually in unspent premiums to participants, we guarantee savings within five years or cover the difference.

Our leadership in healthcare transformation is built on 20 years of experience managing over 1,000 employer groups, supported by a proprietary CSI Dashboard for real-time claims insights. We maintain industry partnerships with benefits advisors nationwide while operating Bywater, our transparent TPA platform for streamlined claims processing. Recognized for our employer-centric values, we combine medical malpractice expertise with modern technology to deliver better healthcare outcomes at lower costs.
Services
Self-Funded Health Insurance Group Medical Captive Cost Containment Claims Management Risk Pooling
Details
  • Year established: 2003
Highlights and features
  • We guarantee savings within five years or cover the difference
  • Our 20-year track record serving 1,000+ employers proves effectiveness
  • We provide real-time claims data through our proprietary CSI Dashboard
  • We distribute $10M+ annually in unspent premiums to participants
  • Our dedicated team offers personalized service from underwriters to clinicians
What people say
Real savings Great feedback Exciting Better benefits Employee embrace
Services
Self-Funded Health Insurance
Our self-funded health insurance solutions give employers direct control over healthcare spending. By paying only for actual claims usage, businesses keep unspent funds while accessing pooled risk benefits. This approach delivers 20-30% annual savings compared to traditional insurance through transparent cost management and data-driven optimizations.
Group Medical Captive
Our group medical captive pools employers to achieve Fortune 500-level advantages. Participants benefit from shared risk protection while receiving annual distributions of unspent premiums. This model enables small businesses (25-1,000 employees) to access self-funding benefits previously available only to large corporations through collective purchasing power.
Cost Containment
Our CSI team uses data analytics to identify savings opportunities in healthcare spending. Through plan design optimization and utilization management, we help employers reduce costs while maintaining coverage quality. This includes pharmaceutical rebate programs and targeted interventions that deliver measurable 20% average savings.
Claims Management
Bywater TPA provides efficient claims administration with transparent reporting. Our system offers real-time claims tracking and detailed analytics through the CSI Dashboard. This ensures accurate, timely processing while identifying trends to improve plan performance and reduce future costs.
Risk Pooling
Our risk pooling strategy combines employer premiums to create financial stability while maintaining individual account ownership. Participants receive pro-rata distributions of unspent pooled funds annually, with over $10 million returned to employers in 2022 alone. This balances protection against volatility with maximum financial benefits.
People
Mike Schroeder
Founder & President
With 25+ years in insurance leadership, Mike founded Roundstone in 2003 after successful roles at NASDAQ-listed insurers and law firms. He holds a Juris Doctorate from Ohio State and drives innovation in self-funded health solutions.
Jasmine Bibb
Vice President of Customer Success
Jasmine leads customer experience strategy with expertise in health insurance spanning small to large employers. She holds an MBA from Ursuline College and focuses on aligning client expectations with organizational goals.
Rob Hamilton
EVP of Sales
With 25+ years in executive sales leadership, Rob oversees Roundstone's national advisor network. His wholesale distribution expertise has expanded market reach while maintaining 90%+ client retention since 2016.
Jonathan McCorkle
Chief Financial Officer
Jonathan brings 17 years of insurance finance leadership from companies like GEICO and Kemper. As CPA and University of Akron graduate, he drives financial strategy and technology integration for sustainable growth.
Whitney Cornuke
Chief Marketing Officer
Whitney leads brand strategy with 15+ years in marketing leadership roles at TalentLaunch, Nestl, and Target. She holds dual degrees from Princeton and Kellogg School of Management to drive brand awareness.
Questions
What is self-funded health insurance?
Self-funded plans have employers pay for actual medical claims rather than fixed insurance premiums. Roundstone's captive model pools risk across employers to provide stability while maintaining cost control benefits.
How much can I save with Roundstone?
Employers typically save 20-30% annually compared to traditional insurance. Our guarantee ensures savings within five years or we cover the difference, with 100% of clients achieving savings.
What services do you offer?
We provide self-funded health insurance through group captives, including underwriting, claims management, cost containment strategies, data analytics, and risk pooling services tailored for mid-sized businesses.
Who can participate in your program?
Businesses with 25-1,000 employees qualify. We serve diverse industries nationwide through regional advisors, offering customized solutions that maintain plan flexibility while maximizing savings.
How does the savings guarantee work?
If you don't save money within five years, we cover the difference. This guarantee reflects our confidence in the captive model's ability to deliver consistent savings through pooled risk and efficient claims management.
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