Prairie is Pleased to Announce the Promotions of Tom DeSimone and Hillary Hughes

OAKBROOK TERRACE, IL – February 5, 2024 Prairie Capital Advisors, Inc. (“Prairie”), a leading middle-market investment bank, is pleased to announce the promotions of Tom DeSimone and Hillary Hughes to Managing Directors.

Tom joined Prairie Capital Advisors in 2011 and is a shareholder of the firm. He has extensive experience in advising middle-market companies on ESOP transactions, M&A, financial opinions, corporate valuation and other financial advisory services. Tom is highly specialized in advising company boards and shareholders with regards to new ESOP formations.

Hillary joined Prairie in 2011 and is a shareholder of the firm. She provides strategic insights to assist ESOP Trustees, business owners and boards of directors to address long-term ownership transition goals. Hillary is a leader in Prairie’s ESOP trust-side practice and spends her time managing project teams as well as helping to improve the overall performance of the business.

“Tom and Hillary have been major contributors to Prairie’s success. Their unwavering commitment and incredibly high standards are not only an asset to Prairie but to every client we serve. We are excited for both Tom and Hillary to receive these promotions in recognition of their outstanding work,” says Rocky Fiore, Managing Director and COO.

Dave Diehl, CEO, says, “Tom and Hillary embody Prairie’s core values of integrity, respect, teamwork and passion. They are both very effective at developing high performance teams and elevating the overall value of our services. We are proud to recognize both with these promotions.”

About Prairie Capital Advisors

Prairie is a leading financial advisory firm specializing in creating and executing ownership transition strategies for middle-market companies nationwide. In 2022, Prairie was named ESOP Investment Bank of the Year by M&A Atlas. For more information, visit


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Wendy Gugora, Director of Marketing
Prairie Capital Advisors, Inc.

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