MichaelDrennan
Managing Director, Head of Office, Hightower Signature Wealth
Effective leadership is never stagnant. It requires constant evolution as conditions change, new technology arises and challenges become more complex. Today's most effective leaders combine vision with adaptability, emotional intelligence and a commitment to strengthening the people and communities around them. The individuals recognized in the Cleveland 500 embody those qualities, leading with grace and compassion while helping shape the future of Northeast Ohio.
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Click here to view the 2025 CLE 500.
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Managing Director, Head of Office, Hightower Signature Wealth
President & CEO, Growth Opps
CEO, Group Management Services Inc.
CEO, Founder & Creative Director, CLE Clothing Co. LLC
Prosecutor, Cuyahoga County Prosecutor
President, UBIZ Venture Capital
CEO & President, Foundation Software
Chairman & CEO, Sotera Health
Chief Financial Officer, Chief Financial Officer
CEO & Lead Design, Forward Hospitality Group
CEO, Flexjet
Co-Owner & CFO, Hunt Imaging LLC
President & CEO, Cuyahoga Community College
Chairman, Ryerson/Olympic Steel
CEO, First Federal Savings and Loan of Lorain Bank
Global Managing Partner, US LLP, Squire Patton Boggs
President & CEO, College Now
Co-President & Third-Generation Owner, Brunswick Cos.
Managing Partner, Cascade Auto Group
President, Ohio Marine Trades Association