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About me




           I  successfully represented a non-profit horsemen’s association in creating a for-profit subsidiary, negotiating and closing the sale of the horse racing track to the subsidiary (by a seller about to enter bankruptcy and liquidate all assets on a piecemeal basis) and the financing of the acquisition by two different lenders (without an equity contribution) within a 3-week period, culminating in a 48-hour closing, resulting in the establishment of the only horse racing track in the United States owned by the association representing the horsemen racing at such track (1995).


           I successfully represented the owner of a horse racing track in a lawsuit to invalidate a contract option to purchase 65% of the stock of and control of the race track owner, and a right of first refusal to purchase the race track, based upon the application of the Rule Against Perpetuities, an English common law doctrine introduced in 1682 and frequently studied in law schools, but rarely the subject of modern-day litigation (1999-2000).


           I successfully represented a tech company borrower in an extended workout of a multi-million dollar package of loans made by a large national bank, including the negotiation and implementation of a forbearance agreement and multiple modifications thereto, and related agreements, over a 3-year period (2002-2004).

























Practice areas


  1. Contracts: 20%
  2. Bankruptcy: 20%
  3. Litigation: 20%
  4. Real Estate: 20%
  5. Commercial Real Estate: 20%

Attorney endorsements

1 total 

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  • Leonard Louis Lucchi

    When you hire a lawyer to represent you in court, you want someone who is an aggressive advocate, who is knowledgeable about the law, and who has gained the trust of judges, court staff, and other attorneys. That person is Matt Osnos. He has a long record of getting things done when many people could not foresee success.


    Leonard Lucchi State, local, and municipal law Attorney
    Relationship: Co-worker

Contact info

O'Malley, Miles, Nylen & Gilmore, P.A.

11785 Beltsville Drive 10th Fl
Calverton, MD, 20705


DCActive 198307/10/2016
We have not found any instances of professional misconduct for this lawyer.
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Work experience
TitleCompany nameDuration
Shareholder; Practice Group Leader; Executive CommitteeO'Malley, Miles, Nylen & Gilmore, P.A.1996 - Present
PartnerO'Malley, Miles, Nylen & Gilmore, P.A. (predecessor firms)1988 - 1995
AssociateO'Malley, Miles, Nylen & Gilmore, P.A. (predecessor firms)1982 - 1987
Association namePosition nameDuration
National Center for Children and FamiliesMember of Board of Trustees2006 - Present
Special Joint Committee of the Section of Business Law and the Section of Real Property, Planning and Zoning of the Maryland State Bar Association for the 2007 Report on Lawyers' Opinions in Business TransactionsMember of Enforceability, Equities and Entities Subcommittees2005 - 2007
School nameMajorDegreeGraduated
Duke University School of LawLawJD - Juris Doctor1982
University of PennsylvaniaHistoryBA - Bachelor of Arts1979