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Our executive team brings a wealth of insurance, risk management and leadership experience to Hylant. Each is committed to delivering on our promise to help our clients, employees and our communities prepare for a better tomorrow.

Pat Hylant

As chairman of our board, Pat sets the vision for the future of our company and provides strategic guidance on key decisions. Ultimately, our company’s growth and expansion are his responsibilities. He has more than 40 years of industry experience and brings a wealth of knowledge to Hylant and our clients.

Mike Hylant
Chief Executive Officer

Mike has been CEO since 2008. He has more than 30 years of industry experience and served as president of the Cleveland office since its inception in 1989. As CEO, Mike is responsible for our overall strategic direction as we strive to provide you the highest quality insurance and risk management services. He is dedicated to securing the best talent in the industry so we can remain client focused and deliver world-class products and services.

“Our clients count on us for good advice to help their business grow. That’s what a trusted advisor does. It obviously embeds the word ‘trust,’ which means both integrity and confidence.”


Bill Pridgeon

With skills developed over decades in the insurance industry and more than 30 years in accounting and finance, Bill works collaboratively throughout our organization to drive growth and profitability. He leads our team as it focuses on customer satisfaction and retention, strategic partnerships and acquisitions, professional development of our employees, innovation and talent attraction.

Richard Hylant
President, Sales and Innovation

As the head of field operations and innovation, Richard leads all of the company’s client relationship efforts, including marketing and other strategic initiatives, and community and political engagement. Operationally, all offices report to him. Richard accumulated 30 years of experience working as a professional liability and healthcare industry client executive, sales manager and president of Hylant–Toledo, with responsibilities for carrier contracts and relationships, administrative services and other operations within our company.

“A trusted advisor shoots straight and tells you what you need to hear, not just what you want to hear. It’s someone who always gives honest, direct and comprehensive advice, counsel and feedback.”


Lisa Hawker
President, Employee Benefits

As the president of Employee Benefits, Lisa is responsible for the growth and profitability of our employee benefits operation. This includes market relationships, client engagement strategy, practice resources and overall strategic direction. Lisa has over 20 years of experience in employee benefits–over half of them with Hylant–and maintains active relationships with a number of clients in the manufacturing, construction and home care industries.

Craig Markos
President, Property & Casualty

As the president of Property & Casualty, Craig is responsible for the division’s overall operations, including risk practices, strategic sales, personal insurance, marketing relations, licensing, and services for property and casualty clients. Craig also is a regional partner overseeing our Toledo, Columbus, Cleveland and Cincinnati offices. Craig has over 30 years of experience, nearly all of that time working with Hylant. He served eight years as a client executive and 16 years as president of our Columbus office, where he led mentorship programs, new business efforts, client retention strategies and overall customer service.

Jon Strole
Senior Vice President and Chief Financial Officer

A certified public accountant and finance professional for more than 30 years, Jon has worked most of those years in the insurance industry. His responsibilities include implementing key business initiatives and best practices, including strategies aimed at promoting growth. Jon works with other key managers in areas of budgeting, forecasting, acquisitions, resource evaluation and strategic planning. Jon also is involved in direct supervision of Finance and Accounting, Facilities Management and our company’s 401k plan.

Andy Dale
Senior Vice President and Chief Operating Officer

Andy brings more than 20 years of financial services expertise to our team. He has held various leadership positions in corporate finance as well as strategic planning prior to joining Hylant in 2016. Andy has a wide range of experience in accounting, finance, and mergers and acquisitions. In addition to working with leadership across all functional and sales areas to drive growth and profitability, Andy is responsible for IT, Legal and Marketing.

“I like to be present even when I’m out of the office so our people and our clients know that I’m accessible to help in any way I can.”


Deb Bubp
Senior Vice President, Chief Talent Officer

Deb has more than two decades of human resource experience, with most of that time in the insurance industry. As a member of our executive leadership team, Deb has a true understanding of our business and collaborates with our employees to drive talent management initiatives. She maintains a high level of employee engagement while promoting a positive employee experience.

Pat McDaniel
Partnership Leader

Pat has been president of the Hylant–Detroit office since June 2008. He is responsible, along with other members of our executive team, for developing and executing our strategic plan. In addition to his executive duties, Pat is responsible for the overall performance of our Michigan offices. He maintains key client relationships and is actively engaged with many of our large Michigan clients, primarily in the automotive and manufacturing sectors.

Clay Jennings
Partnership Leader

Clay began his 20-year career with us in our Toledo office before moving to Cincinnati in 1997 to help establish a new Hylant office. As a result of his leadership skills, Clay became president of our Fort Wayne office in 2009. Subsequently, he was named regional partnership leader with responsibilities in our Bloomington, Chicago, Nashville and Indianapolis offices, as well as the Hylant Administrative Services division. His clients include large real estate, manufacturing and professional services firms.