Photo of Richard L. Lieberman

Richard L. Lieberman Senior Counsel

Areas of Practice


Bar Admissions

  • Illinois

Court Admissions

  • U.S. Tax Court
  • U.S. District Court, Northern District of Illinois
  • U.S. Court of Appeals, 7th Circuit


DePaul University College of Law, LL.M., Taxation, 1990

New York University School of Law, LL.M., International Legal Studies, 1984

ITT Chicago-Kent College of Law, J.D., magna cum laude, 1983

University of Wisconsin-Madison, B.B.A., Accounting and Finance, 1980

Richard L. Lieberman is a senior counsel in the Chicago office of Dykema and a member of the Firm’s Tax Practice Group and Dental Service Organizations Group. With more than 35 years of broad transactional and structuring experience, Mr. Lieberman concentrates his practice on the use of corporations, partnerships and limited liability companies in domestic and cross-border acquisitions, restructurings, mergers and financing transactions. He also advises Dykema’s clients on tax issues related to executive compensation arrangements, including designing and advising on the implementation of executive, equity and deferred compensation programs.

Mr. Lieberman has substantial experience in the formation of joint ventures and acquisitions and dispositions of businesses and interests in joint ventures, including representing Dental Service Organizations in the design and implementation of tax-efficient structures and transactions. He also represents not-for-profit organizations in obtaining and retaining exemption from federal, state and local taxes, avoiding unrelated business income tax, and addressing private inurement and intermediate sanctions issues. He has long-represented both businesses and individuals before the Internal Revenue Service and state Departments of Revenue.

Richard is one of the senior Dykema attorneys leading the firm’s initiative in the Qualified Opportunity Zone space. He is experienced in the organization and implementation of Qualified Opportunity Funds and regularly designs investment vehicles intended to capture Qualified Opportunity Zone benefits for investors.

Mr. Lieberman has been recognized as a “Leading Individual” by the International Tax Review in its World Tax Edition, was formerly an adjunct professor at IIT/Chicago-Kent College of Law and is an Expert Author for the Employee Benefits & Executive Compensation series of Lexis Practice Advisor® as well as a participant on Law360’s Tax Authority Federal Advisory Board.


  • Represented real estate partnerships in IRS audits of conservation easement donations.
  • Represented real estate fund sponsors forming single asset and multi-asset Qualified Opportunity Zone funds.
  • Represented investors investing deferred gains into Qualified Opportunity Funds.
  • Represented real estate developers in the organization of single asset and multi-asset Qualified Opportunity Zone funds.
  • Represented a real estate developer in the organization and implementation of a $10 million student housing project.
  • Represented real estate investors in the design and implementation of a like-kind exchange for hotel property requiring the use of a unique partnership division to accomplish the exchange.
  • Represented a group of real estate investors in connection with a $30 million drop and swap transaction.
  • Represented the owners of a family-owned business in their $120 million sale of the business, which required the use of multiple F reorganizations, multiple formless conversions and a one-day note payment structure.
  • Represented a not-for-profit charter school in organizing a new structure to operate multiple charter schools across multiple states.
  • Represented Dental Service Organizations in structuring transactions to acquire the non-clinical assets of dental practices.
  • Represented both dentists and oral and maxillofacial surgeons in sales of non-clinical assets to Dental Service Organizations.
  • Represented a municipal corporation in its $25 million affordable housing project using both federal low-income housing tax credits and Illinois affordable housing tax credits.
  • Represented a family selling its business assets to a publicly-traded buyer in a $260 million asset transaction requiring a significant pre-closing reorganization to capture tax savings.
  • Represented a national banking association in successfully petitioning the Illinois Tax Tribunal for the multimillion-dollar refund of income and replacement tax previously assessed against various trusts lacking sufficient minimum contacts with the state as required under the Due Process Clause of the Fourteenth Amendment and the Commerce Clause of the U.S. Constitution.
  • Represented clients successfully applying for participation in the Internal Revenue Service’s Offshore Voluntary Disclosure Program.
  • Represented multiple clients in successfully negotiating favorable voluntary disclosure agreements.

Blog Posts

Community/Civic Activities

  • Member of Law360’s Tax Authority Federal Advisory Board (2020)
  • American Bar Association, Section of Taxation, member

  • Adjunct Professor, IIT/Chicago-Kent College of Law (1993–1996)
  • Editorial Board of the Journal of Multistate Taxation (1991-1999)
  • Recognized as a "Leading Individual" by the International Tax Review, World Tax Edition, 2001-2005