The Team Behind Prairie Capital Advisors

Our Team

Tom DeSimone



Tom DeSimone joined Prairie Capital Advisors in 2011 and is a shareholder in the firm. He has extensive experience in advising middle-market companies on ESOP transactions (representing both companies and ESOP trustees), mergers and acquisitions ("M&A"), financial opinions, corporate valuation and other investment banking advisory services. Tom also works with boards of directors and companies on mature ESOP planning and sustainability. In addition, Tom is instrumental in ensuring operational efficiencies across Prairie’s offices and production teams.

Tom is a frequent speaker in various forums, including the National Center for Employee Ownership, The ESOP Association, the Illinois CPA Society and the Great Game of Business, as well as at corporate speaking engagements. He presents on topics such as ownership transition, ESOP transactions, and culture and communication within ESOP companies. In addition, Tom sits on the board of directors of a company that provides cyber research and development services to the federal government. Tom was also recognized as a Top 40 Under Forty Honoree in 2021 by the National Association of Certified Valuators and Analysts (NACVA), as well as a 2021 Americas Rising Star Dealmaker award winner by M&A Atlas.

Corporate Directorships:

  • Caesar Creek Software, Inc., Miamisburg, OH - Member, Board of Directors
    September 2020- Present

Professional Experience

Prior to joining Prairie, Tom was an accountant at Neohapsis, Inc., a governance, risk and compliance consulting firm, where he worked directly with executive management on operational accounting and financial analysis initiatives.


Tom holds the Certified Public Accountant (CPA) designation in the state of Illinois as well as a Master of Accounting Degree and a Bachelor of Science Degree in Accounting from the University of Illinois at Chicago. He also currently holds FINRA Series 63 and 79 securities licenses.

Professional Affiliations

  • Illinois CPA Society
  • National Center for Employee Ownership (NCEO)
  • The ESOP Association

Middle - Market Focus

Middle - Market Focus

Prairie Capital Advisors is dedicated to serving the investment banking and financial advisory needs of middle - market business owners

Ownership Transition

Ownership Transition

A successful transition needs a well-thought- out strategy. We will help define, shape, and implement a plan that meets your short-term and long-term objectives

Corporate Growth

Corporate Growth

Build or buy? It could be both. Prairie Capital Advisor’s strong relationships with debt and equity capital sources will help you realize your corporate growth strategies

Business Sustainability

Business Sustainability

Sustainability requires strategies that grow the enterprise and minimize risks. Prairie advises companies on strategies that result in long-term shareholder value