Practice Areas
LIBOR Transition Team
Loan Sales
Mezzanine Finance
Mortgage Finance
Real Estate
Real Estate Workouts & Restructurings
Admissions
North Carolina
New York
Education
New York Law School - J.D., 1997, magna cum laude
Binghamton University - B.A., 1992
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Profile
Holly Chamberlain is co-chair of the Finance Group, head of the firm’s Real Estate Finance practice and a member of the Management Committee. She is a leading adviser to banks, insurance companies, debt funds and other institutional lenders on complex commercial real estate financings.
Her practice spans the full range of lender-side real estate finance, including the origination of mortgage and mezzanine loans, bridge and term facilities, preferred equity investments and revolving credit facilities, as well as single-family rental portfolio financings. Holly also advises on complex and stressed situations, including co-lender and intercreditor arrangements, secondary market loan sales, restructurings, workouts and the exercise of remedies, including foreclosure.
Holly is known for combining transactional execution with a strong understanding of asset-level and portfolio dynamics. She advises on property management arrangements, loan servicing matters and the acquisition and disposition of real estate interests, supporting clients across origination and asset management of both individual assets and large-scale portfolio transactions.
Holly is actively involved in the firm’s talent and diversity initiatives, serving as a partner mentor, a lead representative in recruiting efforts and a sponsor in the firm’s Sponsorship Program. She is also a member of the CREFC Women’s Network and the firm’s Women’s Leadership Initiative.
Recognition
- Law360 – Real Estate MVP (2022, 2024)
- Chambers USA – Real Estate Finance (Band 1) (2016 - 2025)
- Legal 500 U.S.
- IFLR 1000 (2021-2024)
- Best Lawyers in America
- Charlotte Business Journal – Women in Business Awards (2023)
- Forbes – America’s Best-In-State Lawyers, Real Estate Law, Charlotte (2025)
- Lawdragon – Leading Global Real Estate Lawyers (2025)
- Lawdragon - Leading Dealmakers in America (2026)
- Connect Media – Lawyers in Real Estate (inaugural & 2022)
Experience
- Advising administrative agent and lenders on a US$1.85bn loan secured by 98 industrial, warehouse, and manufacturing properties across nine states.
- Advising the lenders on a US$1.4bn financing secured by 11 Madison Avenue, a Class A office tower in Midtown South Manhattan.
- Advising lenders on a US$1.3bn refinancing of One Five One (151 West 42nd Street), a LEED Gold Class A office tower owned by The Durst Organization.
- Advising lenders on a US$2.75bn refinancing of a 129-property industrial portfolio across 12 states, structured as balance sheet, bridge, and CMBS loans.
- Advising the lender on a US$735m financing of three data centers owned by Retained Vantage Data Centers in Goodyear, Arizona.
- Advising administrative agent and lenders on the origination financing of a 59-property retail portfolio spanning 25 states.
- Advising the lender on a US$735m financing of the Walt Disney World Swan, Dolphin, and Swan Reserve Hotels in Lake Buena Vista, Florida.
- Advising administrative agent and senior lender on a short sale and deed-in-lieu of foreclosure for a large office complex in Los Angeles.
- Advising lenders on a US$2bn syndicated mortgage for the private acquisition of then publicly-traded American Campus Communities, covering 166 properties in 71 university markets.
- Advising lenders on a US$465m securitized mortgage refinancing of a 36-hotel portfolio for Hospitality Investors Trust.
- Advising administrative agent and lender on a US$84.95m mortgage secured by two industrial parks in San Juan, Puerto Rico.
- Advising U.S. Bank National Association on a US$99m loan-on-loan transaction secured by a mortgage and mezzanine loan on a multifamily property in Washington, D.C.
- Advising lenders on a US$3bn SASB securitized refinancing of One Vanderbilt, New York, the largest fixed-rate CMBS financing secured by a single asset.
- Advising administrative agent and lenders on a syndicated mortgage secured by One Liberty Plaza in Lower Manhattan, including a post-Covid refinancing.
- Advising a hedge fund on financing for a 1,000+ single-family home portfolio and subsequent sale of the residential portfolio to a REIT.
- Advising the special servicer on the foreclosure of a defaulted mortgage secured by a hotel resort and casino, REO operations, and property sale.
- Advising a hedge fund on a US$300m subordinate debt credit facility to a real estate FinTech company.
- Advising the lender on a US$335m SASB securitized mortgage and US$270m mezzanine financing secured by 83 skilled nursing and assisted living facilities across 12 states.
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