As of 2017, Cohen was estimated to own at least 34 taxi medallions through 17 limited liability companies (LLCs).[15] Until April 2017, "taxi king" Evgeny Freidman managed the medallions still held by Cohen; this arrangement ended after the city's Taxi and Limousine Commission decided not to renew Freidman's licenses.[15] Between April and June 2017, the New York State Department of Taxation and Finance filed seven tax warrants against Cohen and his wife for $37,434 in unpaid taxi taxes due to the MTA.[16]

In 2006, Cohen was a lawyer at the law firm Phillips Nizer LLP.[17] He worked at the firm for about a year before taking a job at The Trump Organization.[12]

In 2008, Cohen was named COO of the MMA promotion Affliction Entertainment. [18]

Cohen has been involved in real estate ventures in Manhattan, including buying and selling four apartment buildings between 2011 and 2014. The total purchase price of the four buildings was $11 million and the total sales price was $32 million.[12][19] Cohen sold the four properties at above their assessed values, in all-cash transactions, to LLCs owned by persons whose identities are not public.[20] After this was reported by McClatchy DC in October 2017, Cohen said that all four properties were purchased by an American-owned "New York real estate family fund" that paid cash for the properties in order to obtain a tax deferred (Section 1031) exchange, but did not specifically identify the buyer.[19]

In 2015, Cohen purchased an Upper East Side apartment building for $58 million.[12]

(http://www.autoadmit.com/thread.php?thread_id=4057681&forum_id=2#36659937)