Buddy Fletcher: Financial Genius — or a Fake?

Young, African American, and rich, Buddy Fletcher was a dream alumnus for Harvard—a Wall Street philanthropist who gave millions to endow professors and support civil rights. And then his whole world came tumbling down.

By Richard Bradley | Boston Magazine |

WAS FLETCHER HESITANT to accept the Civil Rights Award because his personal life was in turmoil? In 2003 and 2006, two male property managers hired by Fletcher to work at his Connecticut estate sued him for sexual harassment. Fletcher denied the allegations, though both men reportedly received confidential settlements. Then, in the summer of 2007, Fletcher surprised his friends by striking up a relationship with a woman. Her name was Ellen Pao, and they met at the Aspen Institute in Colorado, where both were among a group of fellows the institute had dubbed the “next generation of community-spirited leaders.” A few years younger than Fletcher, Pao also had an impressive résumé: A Princeton graduate with a JD and MBA from Harvard, she was a partner at the California-based venture capital firm Kleiner Perkins Caufield & Byers.

Fletcher and Pao were married before the year was out, and in May 2008 bought and moved into a $3.9 million apartment in San Francisco. By that fall they were the parents of a baby girl, Matilda Pao Fletcher. In about a year, Fletcher had gone from being in a long-term relationship with a man to marrying a woman and having a daughter.

Some people were surprised by this transformation. Stephen Cass was not among them. Cass had been one of Fletcher’s roommates at Harvard, and had then worked at FAM. But their relationship ended badly in January 1996, Cass says, when Fletcher fired him shortly before he was to receive a substantial bonus. Cass hired a lawyer, and months later Fletcher gave him a six-figure settlement. Over the years Cass has become convinced that with Buddy Fletcher, appearances can’t be trusted. Cass says Fletcher was a deeply conflicted young man at Harvard, obsessed with appearances and plagued by doubts about his own identity. Fletcher made disparaging remarks about homosexuals, Cass says, and seemed uncomfortable around more-activist black students.

When it came to the classroom, studying wasn’t his highest priority. In his concentration of applied math, says one Harvard acquaintance, Fletcher had to be “dragged over the finish line.” Cass says that “The social side and perception side of Harvard was much more important to him than the actual work. I never met anyone who wanted so much to be liked. And that’s a good thing. But if you take a good thing far enough, I suppose, it could become bad.”

IN JANUARY 2011, after the Dakota rejected his bid to buy Apartment 50, Fletcher sued the building for racial discrimination. The board members had an “extensive pattern of hostility toward non-white residents,” Fletcher claimed in his lawsuit. He charged that the Dakota board was against Jews, and had discriminated against an African American (allegedly making a black Dakota resident ride in the service elevator with her dogs — unlike the white residents) and a “Hispanic” apartment shopper (widely believed to be the actor Antonio Banderas).

“Mr. Fletcher’s application to purchase an additional apartment in the Dakota was rejected based on financial materials he provided…” the Dakota board responded. “Any accusations of racial discrimination are untrue and outrageous.”

From a PR standpoint, Fletcher’s lawsuit backfired almost immediately. The Wall Street Journal launched an in-depth investigation of FAM, and last July the paper reported some major peculiarities with the hedge fund. While FAM claimed to have $500 million in assets, the Journal argued that “it appears to arrive at this figure by counting some assets more than once…. A more orthodox way of measuring assets under management would produce a figure of about $200 million for one recent year.” Fletcher told the Journal that his investments were complex, but that they represented a “well-hedged and consistent portfolio.”


  • Mostly

    FBI and (real) SEC investigations? Only $50K in the bank? I can imagine that to his friends who he lured to work with him, the idea that Fletcher would finance a show whose premise is the betrayal of a black financier by white colleagues would be laughable…or an insult. Et tu, Bude?

  • Mose Lee

    It would seem Mr Bradley’s question has now been definitively answered by the courts. All credit due to him for asking the question, and facing the wrath of the Fletcher PR machine. You can fool some of the people, some of the time…