Why Oakleaf

The Oakleaf Group is a specialized management and information technology consulting firm. 

We advise and assist major corporations, financial institutions and government agencies on their most critical issues involving technology strategy, business processes, risk management and controls. 

Our practice areas bring expertise and insight to a wide range of issues, including:

  • Technology Systems
  • Trading and Portfolio Management
  • Corporate Controls

The Oakleaf Group was founded by Matthew Smith and Christopher Milner to provide technology and business services for clients in the financial services, telecommunications, technology and health care industries. 


  • 5415 / Computer Systems Design and Related Services 
  • 5416 / Management, Scientific, and Technical Consulting Services 
  • 518 / Data Processing, Hosting, and Related Services 
  • 519 / Other Information Services 
  • 561 / Administrative and Support Services


Oakleaf offices are at 5404 Wisconsin Avenue, Suite 430, Chevy Chase, MD 20815.  Contact us via telephone at (202) 684-2800, via email at: info@theoakleafgroup.com