Thompson was born into a middle-class family in
Louisville, Kentucky, the first of three sons of Virginia Davison Ray (1908,
Springfield, Kentucky – March 20, 1998, Louisville), who worked as head librarian at the
Louisville Free Public Library and Jack Robert Thompson (September 4, 1893,
Horse Cave, Kentucky – July 3, 1952, Louisville), a public insurance adjuster and
World War I veteran. His parents were introduced by a friend from Jack's fraternity at the
University of Kentucky in September 1934, and married on November 2, 1935. Journalist
Nicholas Lezard of
The Guardian stated that Thompson's first name, Hunter, came from an ancestor on his mother's side, Scottish surgeon
John Hunter. A more direct attribution is that Thompson's first and middle name, Hunter Stockton, came from his maternal grandparents, Prestly Stockton Ray and Lucille Hunter. In December 1943, when Thompson was six years old, the family settled in the affluent
Cherokee Triangle neighborhood of
The Highlands. On July 3, 1952, when Thompson was 14, his father died of
myasthenia gravis at age 58. Hunter and his brothers were raised by their mother. Virginia worked as a librarian to support her children and was described as a "heavy drinker" following her husband's death.
Education Interested in sports and athletically inclined from a young age, Thompson co-founded the Hawks Athletic Club while attending
I.N. Bloom Elementary School, which led to an invitation to join Louisville's Castlewood Athletic Club for adolescents that prepared them for high-school sports. Thompson attended I.N. Bloom Elementary School, Also in 1952, he was accepted as a member of the Athenaeum
Literary Association, a school-sponsored literary and social club that dated to 1862. Its members at the time came from Louisville's
upper-class families, and included
Porter Bibb, who later became the first publisher of
Rolling Stone at Thompson's behest. During this time, Thompson read and admired
J. P. Donleavy's
The Ginger Man. As an Athenaeum member, Thompson contributed articles to and helped produce the club's
yearbook The Spectator, until the group ejected Thompson in 1955 for criminal activity. At Eglin, he landed his first professional writing job as
sports editor of the
Command Courier by lying about his job experience. As sports editor, Thompson traveled around the United States with the Eglin Eagles
football team, covering its games. In early 1957, he wrote a sports column for
The Playground News, a local newspaper in Fort Walton Beach, Florida. His name did not appear on the column because Air Force regulations forbade outside employment.
Early journalism career After leaving the Air Force, Thompson worked as sports editor for a newspaper in
Jersey Shore, Pennsylvania, before relocating to New York City. There, he audited several courses at the
Columbia University School of General Studies. During this time, he worked briefly for
Time as a
copy boy for $51 a week. At work, he typed out parts of
F. Scott Fitzgerald's
The Great Gatsby and
Ernest Hemingway's
A Farewell to Arms to learn the authors' rhythms and writing styles. In 1959,
Time fired him for
insubordination. Later that year, he worked as a reporter for
The Middletown Daily Record in
Middletown, New York. He was fired from this job after damaging an office
candy machine and arguing with the owner of a local restaurant, who happened to be an advertiser with the paper. In 1960, Thompson moved to
San Juan, Puerto Rico, to take a job with the sporting magazine
El Sportivo, which ceased operations soon after his arrival. Thompson applied for a job with the Puerto Rican English-language daily
The San Juan Star, but its managing editor, future novelist
William J. Kennedy, turned him down. Nonetheless, the two became friends. After the demise of
El Sportivo, Thompson worked as a
stringer for the
New York Herald Tribune and a few other stateside papers on Caribbean issues, with Kennedy working as his editor. After returning to mainland United States in 1961, Thompson visited San Francisco and eventually lived in
Big Sur, where he spent eight months as security guard and
caretaker at
Slates Hot Springs, just before it became the
Esalen Institute. At the time, Big Sur was a Beat outpost and home of
Henry Miller and the screenwriter
Dennis Murphy, both of whom Thompson admired. During this period, he published his first magazine feature in
Rogue about the
artisan and
bohemian culture of Big Sur and worked on
The Rum Diary. He managed to publish one short story, "Burial at Sea", which also appeared in
Rogue. It was his first piece of published fiction. In May 1962, Thompson traveled to South America for a year as a correspondent for the
Dow Jones-owned weekly paper, the
National Observer. In Brazil, he spent several months as a reporter for the
Rio de Janeiro-based
Brazil Herald, the country's only English-language
daily. His longtime girlfriend, Sandra Dawn Conklin (later known as Sondi Wright), joined him in Rio. They married on May 19, 1963, shortly after returning to the United States, and lived briefly in
Aspen, Colorado. Sandy was eight-months-pregnant when they relocated to
Glen Ellen, California. Their son, Juan Fitzgerald Thompson, was born in March 1964. Thompson continued to write for the
National Observer on an array of domestic subjects during the early '60s. One story told of his 1964 visit to
Ketchum, Idaho, to investigate the reasons for Ernest Hemingway's
suicide. While there, he stole a pair of
elk antlers hanging above the front door of Hemingway's cabin. Later that year, Thompson moved to San Francisco, where he attended the 1964 GOP Convention at the
Cow Palace. Thompson severed his ties with the
Observer after his editor refused to print his review of Tom Wolfe's 1965 essay collection
The Kandy-Kolored Tangerine-Flake Streamline Baby. He later immersed himself in the
drug and
hippie culture
taking root in the area, and soon began writing for the
Berkeley underground paper Spider.
''Hell's Angels'' {{multiple image In 1965,
Carey McWilliams, editor of
The Nation, hired Thompson to write a story about the Hells Angels
motorcycle club in California. At the time, Thompson was living in a house near San Francisco's
Haight-Ashbury neighborhood, where the Hells Angels lived across from the
Grateful Dead.
Random House published the hard cover ''Hell's Angels: The Strange and Terrible Saga of the Outlaw Motorcycle Gangs'' in 1966, and the fight between Thompson and the Angels was well-marketed.
CBC Television even broadcast an encounter between Thompson and Hells Angel Skip Workman before a live studio audience. A
New York Times review praised the work as an "angry, knowledgeable, fascinating, and excitedly written book", that shows the Hells Angels "not so much as dropouts from society, but as total misfits, or unfits—emotionally, intellectually, and educationally unfit to achieve the rewards, such as they are, that the contemporary
social order offers". The reviewer also praised Thompson as a "spirited, witty, observant, and original writer; his
prose crackles like motorcycle exhaust". Thompson also aided
Danny Lyon in his role as photographer with the
Outlaws Motorcycle Club, telling Lyon that he should not join the club unless "it was absolutely necessary for photo action". ==Late 1960s==