Dedicated to better outcomes and value for our customers.

The Roundstone Leadership Team


Mike Schroeder

Founder & President

Michael 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 Success

As 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 Sales

Rob 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 Officer

With 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.  


Amy Schroyer

Chief Marketing Officer

Amy is a nationally recognized innovation leader who develops and operationalizes integrated, omni channel marketing, communications, and client experience programs that transform client and prospect experience, drive brand awareness and lead conversion, catalyze customer acquisition and retention, and improve revenue. 

Having spent the majority of her career in Financial Services, Amy joined Roundstone to help accelerate our rapid and on-going year-over-year growth. A transformational leader, Amy brings over 20 years of experience to marketing strategy, organization, and execution. Amy’s prior roles include executive leadership positions in marketing, corporate strategy and strategic planning, client experience, and executive communications across diverse organizations from start-ups to large, multi-national corporations.  

Amy has a Master of Library and Information Science from Western University, and a Master of Arts from Wilfrid Laurier University. Amy grew up in Canada and Louisiana and has lived in Shaker Heights, Ohio for the last several years with her two kids. 


Helen Simmons

Chief Information Officer

Helen 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-Circle-Image-Motif

Beth Snyder

Chief Operating Officer

Beth 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 Counsel

Chris 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

Ryan Audin

Regional Practice Leader

Ryan is responsible for several states including; ID, MT, OR, WA, and WY.


Eddie Castro

Regional Practice Leader

Eddie's territory includes DC, DE, KY, MD, VA, and WV.


Pete Dalpiaz

Regional Practice Leader

Pete's territory includes IA, KS, MN, ND, NE, OK and SD.

Jamie Debenham Headshot

Jamie Debenham

Regional Practice Leader

Jamie's territory includes AZ, NM, CO and UT.

Kenny Fritz

Kenny Fritz

Regional Practice Leader

Kenny's territory covers OH, MI, and IN.

Taylor Neill

Taylor Neill

Regional Practice Leader

Taylor's territory is the state of Texas.

Tim Ott

Tim Ott

Regional Practice Leader

Tim covers several states including MA, ME, NH, VT, RI, and NY.

Robert Pace

Robert Pace

Regional Practice Leader

Bob's territory covers the states of WI, IL and MO.

Jack Schroeder-1

Jack Schroeder

Regional Practice Leader

Jack's territory covers the states of PA, NJ, and CT.


David Smith

Regional Practice Leader

David's territory covers the states of NC and SC.

Steve Sullivan

Steve Sullivan

Regional Practice Leader

Steve's territory covers FL, GA and TN.

Sam Walters

Sam Walters

Regional Practice Leader

Sam's territory includes CA, HI and NV.

Ian Woidke

Ian Woidke

Regional Practice Leader

Ian's territory includes AL, AR, LA, and MS.