John F. Kennedy Jr.

At 38 years old, John F. Kennedy Jr. has this physical status:

After the 1984 Democratic Convention in San Francisco, Kennedy returned to New York and earned $20,000 a year in a position at the Office of Business Development, where his boss reflected that he worked "in the same crummy cubbyhole as everybody else. I heaped on the work and was always pleased." From 1984 to 1986, he worked for the New York City Office of Business Development and served as deputy director of the 42nd Street Development Corporation in 1986, conducting negotiations with developers and city agencies. In 1988, he became a summer associate at Manatt, Phelps, Rothenberg & Phillips, a Los Angeles law firm with strong connections to the Democratic Party. There, Kennedy worked for Charlie Manatt, his uncle Ted Kennedy's law school roommate.

From 1989, Kennedy headed Reaching Up, a nonprofit group which provided educational and other opportunities for workers who helped people with disabilities. William Ebenstein, executive director of Reaching Up, said, "He was always concerned with the working poor, and his family always had an interest in helping them."

In 1989, Kennedy earned a J.D. from the New York University School of Law. He then failed the New York bar exam twice, before passing on his third try in July 1990. After failing the exam for a second time, Kennedy vowed that he would take it continuously until he was ninety-five years old or passed. If he had failed a third time, he would have been ineligible to serve as a prosecutor in the Manhattan District Attorney's Office, where he worked for the next four years. On August 29, 1991, Kennedy won his first case as a prosecutor.

In the summer of 1992, he worked as a journalist and was commissioned by The New York Times to write an article about his kayaking expedition to the Åland archipelago, where he saved one of his friends from the water when his kayak capsized. He then considered creating a magazine with his friend, public-relations magnate Michael J. Berman—a plan which his mother thought too risky. In his 2000 book The Day John Died, Christopher Andersen wrote that Jacqueline had also worried that her son would die in a plane crash, and asked her longtime companion Maurice Tempelsman "to do whatever it took to keep John from becoming a pilot".

Meanwhile, Kennedy had done a bit of acting, which was one of his passions (he had appeared in many plays while at Brown). He expressed interest in acting as a career, but his mother strongly disapproved of it, considering it an unsuitable profession. On August 4, 1985, Kennedy made his New York acting debut in front of an invitation-only audience at the Irish Theater on Manhattan's West Side. Executive director of the Irish Arts Center, Nye Heron, said that Kennedy was "one of the best young actors I've seen in years". Kennedy's director, Robin Saex, stated, "He has an earnestness that just shines through." Kennedy's largest acting role was playing a fictionalized version of himself in the eighth-season episode of the sitcom Murphy Brown, called "Altered States". In this episode, Kennedy visits Brown at her office, in order to promote a magazine he is publishing.

In 1995, Kennedy and Michael Berman founded George, a glossy, politics-as-lifestyle and fashion monthly, with Kennedy controlling 50 percent of the shares. Kennedy officially launched the magazine at a news conference in Manhattan on September 8 and joked that he had not seen so many reporters in one place since he failed his first bar exam.

Each issue of the magazine contained an editor's column and interviews written by Kennedy, who believed they could make politics "accessible by covering it in an entertaining and compelling way" which would allow "popular interest and involvement" to follow. Kennedy did interviews with Louis Farrakhan, Billy Graham, Garth Brooks, and others.

The first issue was criticized for its image of Cindy Crawford posing as George Washington in a powdered wig and ruffled shirt. In defense of the cover, Kennedy stated that "political magazines should look like Mirabella."

In July 1997, Vanity Fair had published a profile of New York City mayor Rudy Giuliani, claiming that the mayor was sleeping with his press secretary (which both parties denied). Although tempted to follow up on this story, Kennedy decided against it. The same month, Kennedy wrote about meeting Mother Teresa, declaring that the "three days I spent in her presence was the strongest evidence this struggling Catholic has ever had that God exists."

The September 1997 issue of George centered on temptation, and featured two of Kennedy's cousins, Michael LeMoyne Kennedy and Joseph P. Kennedy II. Michael had been accused of having an affair with his children's underaged babysitter, while Joe had been accused by his ex-wife of having bullied her. John declared that both his cousins had become "poster boys for bad behavior"—believed to be the first time a member of the Kennedy family had publicly attacked another Kennedy. He said he was trying to show that press coverage of the pair was unfair, due to them being Kennedys. But Joe paraphrased John's father by stating, "Ask not what you can do for your cousin, but what you can do for his magazine."

By early 1997, Kennedy and Berman found themselves locked in a power struggle, which led to screaming matches, slammed doors, and even one physical altercation. Eventually Berman sold his share of the company, and Kennedy took on Berman's responsibilities himself. Though the magazine had already begun to decline in popularity before Berman left, his departure was followed by a rapid drop in sales.

David Pecker, CEO of Hachette Filipacchi Magazines who were partners in George, said the decline was because Kennedy refused to "take risks as an editor, despite the fact that he was an extraordinary risk taker in other areas of his life." Pecker said, "He understood that the target audience for George was the eighteen-to-thirty-four-year-old demographic, yet he would routinely turn down interviews that would appeal to this age group, like Princess Diana or John Gotti Jr., to interview subjects like Dan Rostenkowski or Võ Nguyên Giáp." Shortly before his death, Kennedy had been planning a series of online chats with the 2000 presidential candidates. Microsoft was to provide the technology and pay for it while receiving advertising in George. After his death, the magazine was bought out by Hachette, but folded in early 2001.

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