Nick D. Rupkey

Rupkey Nick

Nick Rupkey's practice spans special servicing, loan originations, large real property asset acquisitions and sales, corporate restructuring, commercial and industrial leasing, hospitality management, and Maryland local counsel representation. Nick represents borrowers, lenders, special servicers, landlords, tenants, sellers, purchasers, developers, owners, managers, and operators in all manner of transactions. His practice also includes aiding clients in foreclosure and receivership matters, which provides a deeper understanding of the practical implications of loan document contractual provisions.

Nick has negotiated a wide range of complex contracts, including loan modifications and workouts, lease and sublease agreements and related consents, purchase and sale agreements, hotel management agreements and modifications thereof, and subordination, non-disturbance and attornment agreements. Nick is also well versed in Maryland local counsel opinions and recordation and transfer tax issues.

In addition, Nick has negotiated and closed the purchase and sale of hotels and thereby understands the complexities of selling ongoing businesses.

Related Practices


Representative Matters

  • Represented a lender on the modification of a series of loans totaling over $200 million
  • Counseled a large corporate borrower on the refinancing of its main credit facility
  • Aided a large hotel chain with the restructuring of hotel management agreements spanning hotels from coast to coast
  • Negotiated and closed a series of loan modification agreements for a special servicing client with respect to a group of borrowers exiting bankruptcy
  • Negotiated and closed a receivership sale of a hotel in the Washington, DC suburbs that presented numerous COVID-related and other complex issues
  • Helped a client undergoing corporate restructuring navigate landlord notice and consent requirements with respect to dozens of leases worldwide




  • J.D. Harvard Law School 2014
    • Member, Executive Board, Journal on Legislation
    • Extern, Greater Boston Legal Services
  • B.A. Government & Politics University of Maryland, College Park 2011
  • B.S. Finance University of Maryland, College Park 2011

Bar Admissions

  • Maryland


  • The Best Lawyers in America, Ones to Watch, 2021 – 2024