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Stephen Gaines

Managing Director

Mr. Gaines is the Founding Partner and a Managing Director of HighBank Advisors LLC. Mr. Gaines possesses over 25 years of financial advisory experience serving a broad range of industries. Mr. Gaines experience covers the full range of advisory services including mergers, acquisitions, divestitures, financings, strategic assessments, board advisory assignments, restructurings, valuations, and dispute services. Mr. Gaines has advised both private and public entities on transaction strategies and execution and has extensive cross-border experience. Since entering the investment banking industry in 1993, Mr. Gaines has served as lead banker on more than 75 transactions with an aggregate value in excess of $1 billion.

Since forming HighBank in 2009, Mr. Gaines has grown the firm significantly. HighBank is now the largest, independent investment banking firm in Baltimore, Maryland.

From 2001 through 2009, Mr. Gaines led KPMG Corporate Finance through a period of compounded annual growth in excess of 45%, and transitioned the business from losing millions of dollars annually to recording record profits. During this time, he built-out the firm’s infrastructure including the hiring the heads of Human Resources, Finance, Marketing and Risk Management and Compliance, while strategically diversifying the firm’s revenue sources across products and industries.

Prior to joining the financial advisory industry, Mr. Gaines worked in the secured lending division of a multi-billion dollar regional bank where he underwrote and managed numerous leveraged transactions including management buyouts, leveraged lease transactions, debtor-in-possession financings, mergers, acquisitions, divestitures, and debt restructurings.

Mr. Gaines currently sits on the board or advisory board of three companies, including BaySaver Technologies LLC, a joint venture between BaySaver Technologies, Inc. and Advanced Drainage Systems, a publicly traded infrastructure products company.

Mr. Gaines serves as a nationally-known financial expert and resource to global and national media outlets including BBC World News, CNBC’s Squawk Box, Fox Business News, Wall Street Journal, Investor’s Business Daily, Buyouts, Mergers and Acquisitions and Financial Week.

Mr. Gaines earned a B.A. in Economics and Political Science from Dickinson College and an M.B.A. from the Robert H. Smith School of Business at University of Maryland, College Park.

Certifications and Memberships:

  • Investment Banking Representative (Series 79)
  • General Securities Representative (Series 7)
  • Registered Principal (Series 24)
  • Securities Agent (Series 63)
  • Certified Public Accountant
  • Certified Insolvency and Reorganization Accountant