ADVISORS
Roundstone recognizes and appreciates the important role benefits advisors play — that’s why we only operate through our network of trusted advisors.
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MEET THE TEAM
Dedicated to better outcomes and value for our customers.
The Roundstone Leadership Team
Mike Schroeder
Founder & PresidentMichael A. Schroeder has served as President of Roundstone since 2005. Mike offers more than twenty-five years of management experience, and has a proven track record of building and leading fast-growing, innovative insurance businesses.
Prior to Roundstone, Mike served as Vice President and General Counsel for an insurance company while it transitioned into a NASDAQ listed AM Best A-rated insurer. He founded a medical malpractice underwriter and drove rapid growth prior to its acquisition. Mike also held senior executive positions with a worker’s compensation insurer, a non-standard auto insurer, and served as an associate of a Cleveland law firm.
A frequent speaker and author, Mike is known for his innovative thinking in the insurance industry. He received his Juris Doctorate from The Ohio State University College of Law and received his Bachelor of Science in Business Management from Tulane University.
Jasmine Bibb
Vice President of Customer SuccessAs an experienced health insurance professional, Jasmine has acquired a diverse skillset of experiences that include small, mid-size and large employer strategic initiatives, new business development, client management, market research, and product development.
As Vice President of Customer Success, Jasmine is responsible for facilitating ownership of customer experience excellence throughout the organization. She works closely with all internal business units, clients and advisors to ensure Roundstone’s vision for customer experience excellence strategically aligns with the expectations and goals, that contribute to a sustainable mutual relationship.
Jasmine received her Master’s Degree in Business Administration from Ursuline College, and a Bachelor of Science in Communication Studies from Ohio University.
Rob Hamilton
EVP of SalesRob Hamilton has served as Executive Vice President of Sales for Roundstone since 2016. Rob maintains direct oversight of the sales team including channel strategy, pipeline and product development, recruitment, and training while maintaining an industry-leading client retention rate.
Rob offers over 25 years of executive sales leadership experience and P&L responsibility. Rob’s expertise in the wholesale distributor market has proven invaluable in working with benefits advisors across the nation to expand Roundstone’s footprint.
Rob received a Bachelor of Science in Industrial Technology from Eastern Illinois University. Originally from the Chicago area, Rob has lived in Cleveland, Ohio since 1999.
Jonathan McCorkle
Chief Financial OfficerWith an impressive career spanning 17 years in insurance accounting, Jonathan is a seasoned professional with leadership experience at some of the largest insurance companies in the country. His expertise in building high-performing finance teams and his forward-thinking approach to financial reporting are pivotal to Roundstone’s vision of continual growth and service excellence.
Jonathan’s role at Roundstone encompasses a broad spectrum of responsibilities, including overseeing the company’s financial operations, enhancing transparency and efficiency, and leveraging technology to lead strategic financial planning and reporting. His role is a critical component of Roundstone’s strategy to ensure our trajectory of record growth remains consistent and aligned with the values and needs of the clients we serve. Jonathan’s prior experience includes being an Assistant Controller for Geico, VP of Finance for the Kemper Corporation, and Assistant VP of Allianz Global Corporate & Specialty.
Jonathan received his Bachelor of Science in Accounting from the University of Akron. He is a Certified Public Accountant in Ohio.
Helen Simmons
Chief Information OfficerHelen Simmons is a recognized technology and data strategist with proven, innovative thought leadership that drives AI-infused strategies for ROI-driven digital transformation.
As Chief Information Officer, Helen drives the modernization of the Roundstone’s IT operations, creating data strategies that align with business initiatives and support business growth. With over 10 years of experience in healthcare data, she drives organizational advancement through strategic partnerships, scalable technology solutions, and innovative problem-solving, while leading teams with a balanced understanding of business and technical objectives.
A native of Cleveland, Helen lives in Novelty, Ohio with her husband and her daughter. They enjoy spending time outdoors.
Beth Snyder
Chief Operating OfficerBeth joins Roundstone as an entrepreneurial leader with more than 25 years in operations management and consulting for high-growth companies. In her role as Chief Operating Officer, Beth brings a passion for helping others grow and a systems mindset to our Claims, Underwriting, and IT teams. She works collaboratively across teams to facilitate continuous improvement of systems and processes.
Beth most recently served as Vice President of Operations for Tech Elevator, where she led the scaling of infrastructure and teams to support 50% year-over-year growth and a 95% employee retention rate. She was a founding leader of Vox Mobile, a technology services company focused on mobile innovation.
Beth received her Bachelor of Business Administration from the University of Michigan. She is proud of her “Midwest nice” roots in Michigan, Chicago, and now Cleveland, where she lives with her husband, two teenage daughters, and their 6-year-old shepherd mix. She loves reading novels, running, hiking, and traveling on summer weekends in the family RV.
Chris Zirke
General CounselChris comes to Roundstone from the Gertsburg Law Firm, where he was the Chief Operating Officer, overseeing Marketing, Operations, Finance and Administration. Prior to stepping into the COO role, Chris’ practice was focused on franchise law – counseling and advising both franchisors and franchisees throughout their respective business cycles.
Previously, Chris was the Vice President and General Counsel at Corporate United, Inc., one of the largest private sector group purchasing organizations. Chris oversaw all legal operations and
drove efficiencies across teams. Before that he led all RFx events for KeyBank’s Corporate Real Estate department and negotiated third-party sourcing contracts across multiple lines of business for the bank.
Chris is an avid Cleveland sports and Seinfeld fan (Festivus, anyone?). He serves on the leadership team at Grace Church in Middleburg Heights and lives in Berea with his wife and children.
Your Roundstone Sales Team
Ryan Audin
Regional Practice LeaderRyan is responsible for several states including; ID, MT, OR, WA, and WY.
Eddie Castro
Regional Practice LeaderEddie's territory includes DC, DE, KY, MD, VA, and WV.
Jamie Debenham
Regional Practice LeaderJamie's territory includes AZ, NM, CO and UT.
Kenny Fritz
Regional Practice LeaderKenny's territory covers OH, MI, and IN.
Taylor Neill
Regional Practice LeaderTaylor's territory is the state of Texas.
Tim Ott
Regional Practice LeaderTim covers several states including MA, ME, NH, VT, RI, and NY.
Robert Pace
Regional Practice LeaderBob's territory covers the states of WI, IL and MO.
Jack Schroeder
Regional Practice LeaderJack's territory covers the states of PA, NJ, and CT.
Steve Sullivan
Regional Practice LeaderSteve's territory covers FL, GA and TN.
Sam Walters
Regional Practice LeaderSam's territory includes CA, HI and NV.
Ian Woidke
Regional Practice LeaderIan's territory includes AL, AR, LA, and MS.
