Leo H. MacDonald, Jr. concentrates his practice in taxation, estate planning and business law, typically serving closely held businesses, not-for-profits and wealthy individuals.

In his taxation practice, Leo researches tax issues, reviews tax returns, works with government auditors and litigates tax appeals.

In his estate planning practice, he prepares estate planning documents and prenuptial agreements, represents trustees and personal representatives, prepares and reviews estate and gift tax returns, and litigates estate and trust matters.

In his business law practice, Leo creates formation agreements, documents for acquiring businesses through stock or asset purchases and plans for succession. He also represents corporate directors.

Prior to entering private practice, Leo worked as a staff and senior accountant in the tax department of an international “Big 8” accounting firm preparing tax returns for individuals, expatriates, corporations, trusts and nonprofit organizations.

Leo was recognized as the recipient of the prestigious 2006 Tom Cochran Community Service Award. This honor is awarded annually by the Young Lawyers’ Section of the Missouri Bar to a lawyer whose service and professionalism have significantly enhanced his or her community.


Saint Louis University School of Law, J.D., magna cum laude, 1993;

  • Order of the Woolsack
  • Saint Louis University Law Journal
  • American Jurisprudence Awards: Constitutional Law, Business Associations, Legal Research and Writing, Corporate Tax and Estate Planning

Marquette University, B.S., Business Administration-Accounting, cum laude, 1988;

  • Alpha Sigma Nu Jesuit Honor Society
Community Involvement
  • Mission St. Louis (2022-present)
  • St. Andrew’s Resource for Seniors System (2018-present)
  • St. Andrew’s Charitable Foundation Board of Directors (2016-present)
  • Animas Foundation, trustee (2000-present)
  • TOP Vietnam Veterans Board of Directors (1998-2016)
  • Our Lady of Lourdes School Board (2006-2009)
  • First Congregational Church Preschool Board of Directors (2002-2005)
  • Atrek Contemporary Dance Company Board of Directors (1999-2004)
  • Best Lawyers – “The Best Lawyers in America” (2017-present)
    • Business Corporations
    • Business Organizations (including LLCs and Partnerships)
    • Corporate Law
    • Tax Law
    • Trusts and Estates
  • Super Lawyers – Missouri & Kansas Super Lawyers (2023)
  • The Missouri Bar’s Tom Cochran Community Service Award (2006)
  • AV Peer Review Rated, Martindale-Hubbell
  • Member of the Missouri Society of Certified Public Accountants
Publications & Presentations