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Once again bored and single in New York, he thought of moving to Miami to marry a lesbian friend to "have a front and each would not be in the way of the other".
However, he decided to remain in New York, where he secretly pursued gay relationships.
Mc Kinley was offered a job in the New York City production of Jesus Christ Superstar, and their tempestuous relationship came to an end. Milk drifted from California to Texas to New York, without a steady job or plan.
The city appealed to Milk so much that he decided to stay, working at an investment firm. In New York City he became involved with O'Horgan's theater company as a "general aide", signing on as associate producer for Lenny and for Eve Merriam's Inner City.
In his teens, he knew that he had homosexual tendencies but kept it a closely guarded secret. "It would kill my parents." Milk graduated from Bay Shore High School in Bay Shore, New York, in 1947 and attended New York State College for Teachers in Albany (now the State University of New York at Albany) from 1947 to 1951, majoring in mathematics. One classmate remembered, "He was never thought of as a possible queer—that's what you called them then—he was a man's man". In 1956, he met Joe Campbell, at the Jacob Riis Park beach, a popular location for gay men in Queens.
Milk's early career was marked by frequent changes; in later years he would take delight in talking about his metamorphosis from a middle-class Jewish boy. Campbell was seven years younger than Milk, and Milk pursued him passionately.
While he was in school, he played football and developed a passion for opera.
Even after they moved in together, Milk wrote Campbell romantic notes and poems.
Growing bored with their New York lives, they decided to move to Dallas, Texas, but they were unhappy there and moved back to New York, where Milk got a job as an actuarial statistician at an insurance firm.
Harvey Bernard Milk (May 22, 1930 – November 27, 1978) was an American politician and the first openly gay elected official in the history of California, where he was elected to the San Francisco Board of Supervisors.
Although he was the most pro-LGBT politician in the United States at the time, politics and activism were not his early interests; he was neither open about his sexuality nor civically active until he was 40, after his experiences in the counterculture movement of the 1960s.
Milk abruptly stopped working as an insurance actuary and became a researcher at the Wall Street firm Bache & Company.