[1] Fletcher has also been involved in litigation centered on a dispute with the board of The Dakota apartment building in New York City.
[8] After graduating from Harvard College in 1987, Fletcher began his career at Bear Stearns as a quantitative equity trader who capitalized on dividend-related arbitrage.
[6][7] After his tenure at Kidder Peabody, he founded Fletcher Asset Management,[6][7] which makes private investments in small-capitalization public companies.
[10] His general strategy was trading public instruments for his own account and on behalf of clients, but he also made longer-term equity investments.
[2][18] In 1991, after working as an equity trader at Kidder Peabody, Fletcher filed a lawsuit in New York state court for employment racial discrimination.
[13][21] In February 2011, Fletcher filed a lawsuit against the Board of Directors of The Dakota co-op building in Manhattan, where he had lived since 1992 and owned four apartments.
[22] In March 2010, Fletcher had signed a contract to purchase a fifth apartment at The Dakota, intending to combine it with his current home.
[5][23] Judge Eileen A. Rakower granted The Dakota's motion for summary judgment and dismissed the suit in September 2015.
[24] On May 29, 2013, The Wall Street Journal reported that the Internal Revenue Service had filed a $1.4 million income-tax lien against Fletcher.
The endowment had been created by the National Association for the Advancement of Colored People after Lewis instructed his wife to bequeath $2 million to the organization.
[30] In December 2007, Fletcher married Ellen Pao, then a junior partner at venture capital firm Kleiner Perkins, in San Francisco.