Stephen Lebovitz brings a Wharton-trained financial perspective to legal matters that most attorneys handle with legal training alone. When a legal matter involves substantial assets and the risk of litigation, the attorney who handles it must understand how legal instruments are constructed, how they are valued, and how they are tested in court. That combination, financial analysis, careful drafting, and courtroom experience, is what he has delivered for more than 35 years in Pittsburgh.
If your matter involves significant assets, contested ownership, or the intersection of multiple legal disciplines, Stephen Lebovitz has handled cases like yours for more than three decades. His clients include business owners navigating divorce with ownership interests at stake, families dealing with contested estates and fiduciary misconduct, individuals in complex real property disputes, and parties to business conflicts where the governing documents determine the outcome.
He earned his degree in Economics with a concentration in Finance from the Wharton School of the University of Pennsylvania before earning his Juris Doctor from the University of Pittsburgh School of Law. That financial training is not incidental. It directly informs how he approaches business valuation in divorce, equitable distribution of complex marital assets, pension and retirement division, closely held company disputes, and estate matters where financial interests and legal rights intersect. Most estate planners do not litigate. Most litigators do not do estate planning. Most of them do not hold a finance degree from Wharton. That combination is what his practice is built on.
His experience extends beyond the courtroom in ways that matter to clients with real financial complexity. As the owner and principal of Fidelity Associates Inc., a real estate investment company, he manages rental properties and understands the operational and legal realities of real estate ownership from the inside, not just as a practitioner but as an investor. That perspective informs his representation of clients in equitable distribution of investment real estate, landlord-tenant disputes, partition actions, and real estate matters arising in divorce and estate proceedings. He also served as general counsel to a Florida condominium association, representing the association in all legal matters, and has represented clients in FINRA arbitration proceedings on the investor side against broker-dealers. His business representation spans closely held family companies through larger commercial operations.
His courtroom practice covers the full range of contested civil proceedings. He regularly appears on motions, emergency petitions, support and custody matters, partition actions, quiet title proceedings, ejectment, will contests, fiduciary disputes, post-trial enforcement, and appeals. He is admitted to practice in Pennsylvania, Maine, and Florida, and in the United States District Courts for the Western District of Pennsylvania and the Southern District of Florida, as well as the United States Court of Appeals for the Third Circuit.
A significant portion of his estate planning work is structured to reduce the likelihood of future conflict. Careful drafting, coordinated asset structuring, and financial analysis are intended to withstand scrutiny if disputes arise. When litigation becomes necessary, clients benefit from counsel who understands both how legal instruments are constructed and how they are tested in court. Many situations demand coordinated judgment across estate planning, real property, business interests, and litigation rather than isolated document preparation or reactive court appearances. He excels in matters that require all three at once.
He has served on charitable boards and as a board member of the Pittsburgh Athletic Association. He represents clients in estate planning and probate, real property disputes, business law and commercial litigation, contested divorce and family law proceedings, personal injury and wrongful death, and civil litigation throughout Pittsburgh, Allegheny County, and western Pennsylvania.
Licensed to practice law in
Pennsylvania · Attorney ID 55676 · Admitted November 8, 1989,
Maine · Attorney ID 007570 · Admitted October 13, 1992,
and
Florida · Attorney ID 986534 · Admitted October 7, 1993.
Admitted to practice before the United States Court of Appeals for the Third Circuit, the United States District Court for the Western District of Pennsylvania, and the United States District Court for the Southern District of Florida.
The work that holds up under pressure is not prepared under pressure. It is prepared before the pressure starts. That is the only kind Stephen Lebovitz delivers.


