Kenneth S. Jacob
Ken’s practice is focused on national commercial real estate transactions in a variety of sectors spanning senior living, retail, multifamily, office, hospitality, and industrial.

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Ken is a member of the firm’s national real estate practice group. Ken’s client base includes private equity funds, institutional investors, project sponsors, and other real estate developers, owners, operators, and managers ranging from large publicly traded companies to family businesses. While Ken’s most extensive experience is in the senior living and retail sectors, his experience runs the gamut across all real estate asset classes, including multifamily, office, hospitality, and industrial. He advises his clients on their joint ventures, acquisitions, dispositions, and financing transactions, both in structuring and restructuring the ownership, investment, and financing (both mortgage and mezzanine) vehicles for such transactions. Ken represents clients in both portfolio and single-asset transactions nationwide in connection with the acquisition and sale of properties and loans secured by such properties and/or the equity interests in their owners.
Ken’s representation of both project sponsors and investors, as well as his understanding of his clients’ businesses, enables him to develop and implement practical legal strategies to allow his clients to achieve their business objectives. This skill set contributed to Ken being recognized as a Washington, DC “Deal Maker of the Year” by the National Law Journal and a Top 2022 & 2024 Real Estate Lawyer in Washingtonian Magazine. Ken is consistently recognized by Legal 500 US and Chambers USA. Ken was described recently by Legal 500 as providing “practical and effective advice from both a legal and a business perspective.” Clients have informed Chambers that “Ken is an outstanding lawyer, easy to work with, responsive, and very attentive.”
Client Work
Recent representations include the following:
- Representing DLC Management Corporation, a private real estate owner and operator of more than 78 shopping centers in 20 states since 1999 on more than $4 billion of transactions, including financings, acquisitions, dispositions, and joint ventures on both an individual and portfolio basis.
- Representing Harbert South Bay Partners, LLC, (HSBP) a private real estate developer that specializes in senior living communities, both in its own capacity and its capacity as co-general partner of SBLP Senior Living Fund I, LP, a private equity fund focused exclusively on senior living. As South Bay’s lead counsel on all transactional matters, Ken has represented South Bay in acquisitions, sales, development, joint ventures, and financing of senior living communities ranging from $25 million to $473 million (development cost) located in seven states.
- Representing HSBP in its role as developer and asset manager of the James senior living community in Irvine, California in connection with the tax-exempt and taxable bond financing transaction in the amount of $473,030,000 issued by the California Public Finance Authority and arranged by HJ Sims. The transaction was the largest tax-exempt senior living financing of 2024 and the largest non-profit single-site senior living bond issue in history. Accordion Toggle
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Education
University of Virginia School of Law, JD, Order of the Coif, 1992Georgetown University, BS, magna cum laude, 1989