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Rachel Holloway


(847) 567-7224

(415) 484-4347

Rachel Holloway’s transactional practice focuses on a broad range of commercial real estate matters, including acquisitions, dispositions, development and finance.  Ms. Holloway represents banks, institutional lenders, life insurance companies and commercial borrowers in connection with the origination and restructuring of construction, bridge and permanent financings, tax-credit driven loans (including bond financings) and multi-jurisdictional property portfolios.  She also regularly represents national and international owners and developers in the acquisition, disposition and financing of all types of commercial real property, including office buildings, hotels, shopping centers, mixed-used projects and multi-family properties.

Prior to founding Pennington Holloway Kim LLP, Ms. Holloway was a senior associate in the premier real estate group of DLA Piper LLP in San Francisco, where her work focused on a variety of complex real estate transactions.  While at DLA Piper, Ms. Holloway served as chair of the Firm Wide National Associates Committee and member of the San Francisco Pro Bono Committee.  In recognition of her pro bono representation of survivors of domestic violence, she received the DLA Piper National Pro Bono Award and Wiley W. Manuel Certificate for Pro Bono Legal Services from the State Bar of California.  Ms. Holloway currently serves as the Vice President of the non-profit organization CALICO, which works to achieve justice and healing for abused children.

Recent Representations
  • Representation of several life insurance companies in originating construction and permanent loans and mortgage loans in excess of $400 million.

  • Representation of a national real estate developer in the acquisition, development and aggregation of multiple parcels in downtown San Francisco for a master mixed-use development.

  • Representation of a developer-borrower in connection with its acquisition, financing and renovation of an office building in downtown San Francisco for a purchase price of approximately $82 million, including negotiating  various joint venture documents with a capital partner and loan documents with an institutional lender.

  • Representation of a Korean company in the origination of both a mortgage and mezzanine loan in the aggregate amount of approximately $43 million for the acquisition and renovation of a hotel property in Burbank, California.

  • Representation of an urban developer in connection with its acquisition and renovation of a flagship asset in downtown Los Angeles for a purchase price of approximately $150 million, consisting of a shopping mall, a hotel and an office complex.

  • Representation of an oil company in connection with the sale of oil, gas and mineral rights on over 40 different properties throughout California.

  • Representation of a debtor in the sale of its business (consisting of over 150 real estate assets, owned, leased and ground-leased) in a Section 363 bankruptcy sale.

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  • University of California, College of Law, San Francisco, J.D. (cum laude)​

  • University of Michigan, B.A., Political Science and Spanish, with distinction​

  • Universidad de Belgrano, Buenos Aires, Argentina (semester abroad)​

  • Universidad de Deusto, Bilbao, Spain (semester abroad)



  • DLA Piper



  • California State Bar

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