Attorneys Profiles

James S. Kaplan
Address: Herzfeld & Rubin, P.C.
125 Broad Street, New York, NY, 10004
Phone: (212) 471-8546 (Direct Dial)
Fax: (212) 344-3333
E-mail:
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Jim is the head of the Firm’s tax, estates and employee benefits department. Since he joined the Firm as a member in 1997, he has had a diversified international practice representing individuals, closely held companies, governments and not for profit entites in tax, estate and employee benefit matters. In estate matters, he has successfully implemented estate plans for a number of major real estate entrepreneurs using family partnerships, GRATS and intentional defective trusts to save millions of dollars in estate taxes, and has drafted more than a hundred wills and trusts for both large and small clients. He has also handled numerous probates of estates, including a number involving significant properties in France, Germany and Israel which raised difficult questions of the interplay between U.S and foreign law, and a number of estates involving difficult intrafamily personal relationships. He also has been involved significantly in contested probate and accounting proceedings in the Surrogate’s Courts.. In the tax area, he has structured the acquisition of a number of major properties in Manhattan and Brooklyn for foreign clients, represented clients in controversies with the IRS, sought rulings on significant international transactions. and obtained exemptions for not for profit organizations under Section 501©(3). In addition he has represented the City of New York and the New York City Deferred Compensation plans in various tax and employee benefit matters. In this connection he was instrumental in obtaining the initial rulings permitting New York City employees to contribute to a Section 401 (k) plan, and in negotiating on behalf of the New York City Pension systems, two Closing agreements with the IRS dealing with difficult tax issues affecting the City pension plans.

For twelve and a half years prior to joining the firm (1985-1997), he held a part-time position as Consulting Special Tax Counsel to the New York City Law Department, in which position he was in effect the City's chief in house tax counsel on federal matters. His duties included advising on more than $20 billion of real estate projects in which the City was involved and $30 billion of municipal financings, and directing the City’s lobbying on the 1986 tax act (in which he obtained more than $2 billion of transition rules). He also was the chief advisor on federal tax matters to the New York City payroll systems, and was responsible for originating and filing claims for refunds of social security taxes that recovered more than $750 million to the City and its employees. Simultaneously in this period he was counsel to various small law firms (Ashinoff, Ross & Goldman, 1985-1990); Siller Wilk (1990-1993); Spector Scher and Feldman (1993-1996) and ultimately his own firm Gordon & Kaplan (1996-1997). As counsel to these firms, he structured a number of major corporate acquisitions, including the purchase by Bond Corporation (then Australia’s largest corporation) of G.Heilman Brewing Company, St. Joe Gold Corporation, and Pittsburg Brewing Company. Prior to 1985, he was a tax partner at the firm of Demov Morris & Hammerling and before that a tax associate at Stroock & Stroock & Lavan; and Cahill Gordon & Reindel. He also for a year and a half in the early 1980’s practiced law in Miami, Florida as a tax and estate associate at a Miami law firm.

He has been listed in Super Lawyers for the past five years and has written numerous articles on tax and estate matters, and lectured and chaired panels on real estate and corporate tax matters sponsored by the New York State Bar Association and the New York City Bar Association. In addition in line with his interests in New York City, he has over the last 25 years been an active walking tour historian for various not for profit museums such as the Fraunces Tavern Museum and the Museum of American Financial History, and has written on subjects relating to New York history for such diverse publications as the Wall Street Journal, Last Exit Magazine, and Talking Turkey. For the past 13 years he has led an all night walking tour of Lower Manhattan on July 4 for the Fraunces Tavern Museum, which regulars draws more than 100 people at 2A.M., and for the past 20 years a tour of the financial district on the Great Crashes of Wall Street which is now sponsored by the American Museum of Financial History.

He is a cum laude graduate of Yale College (1971), has a J.D. from Columbia Law School (1974), where he was on the Law Review, and an LLM in taxation from N.Y.U. (1979)