Gene Caiola has significant experience in a wide range of real estate matters, with a particular focus on commercial leasing. Gene represents various institutional and non-institutional clients in the leasing, subleasing, acquisition, and disposition of real property throughout the United States.

Gene’s experience includes construction, joint ventures, financings, acquisitions, dispositions, loan workouts, and developments. He has represented major lending institutions and real estate funds in the origination, acquisition, and sale of real estate loans.

Gene was recognized as a 2014 New York “Rising Star” in the area of Real Estate by Super Lawyers magazine.

From 2002 to 2004, Gene served as a law clerk to the Honorable Nina Gershon in the U.S. District Court for the Eastern District of New York.


Represented a CMBS special servicer in connection with the consensual transfer of a 400 unit hotel property located in Times Square that was collateral for a $90,000,000 loan.

Represented a CMBS special servicer on the modification of a $70 million loan secured by an mixed-use property in New York, New York.

Represented a CMBS special servicer in connection with a deed in lieu of foreclosure of a hospitality property located on Oklahoma City.

Represented a landlord in connection with multiple full building leases in the Atlanta metropolitan area.

Represented servicers in connections with sale of REO and defaulted loans valued in excess of five hundred million dollars.

Counsel to servicers in connection with REO asset management throughout the United States.

Counsel to owner in connection with the disposition of several office buildings in New Jersey.

Represented landlord in New Jersey headquarters lease with Fortune 500 company.

Lead transaction counsel to opportunity funds in acquisition or REO and loans.

Advised lender in the restructuring and ultimate disposition of a condominium project in Brooklyn.

Leasing counsel to a prominent New York real estate family.

Represented purchaser in connection with the acquisition of garages and industrial property in the New York metropolitan area.

Leasing counsel to AmLaw 100 law firm.

Counsel to developer in the acquisition and financing for the construction of a mixed-use condominium in Tribeca.

Advised equity partner in restructuring of operating agreement pertaining to a $200 million condominium development.

Counsel to developer in acquisition, development, and sale of a $50 million townhouse development site in Brooklyn, New York.

Represented seller in disposition of a $50 million multifamily property in Brooklyn.

Advised purchaser of a $60 million partially constructed development project.


Brooklyn Law School J.D. (2000)

Marist College B.A. (1997) cum laude


New York (2001)

Court Admissions

U.S. District Court for the Eastern District of New York

U.S. District Court for the Southern District of New York


U.S. District Court for the Eastern District of New York - Honorable Nina Gershon

Professional & Community Activities

Association of the Bar of the City of New York, Committee on Real Property Law, Former Secretary

Association of the Bar of the City of New York, Member

American Immobiliare, Member


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