Hunter Stockton Thompson (July 18, 1937 – February 20, 2005) was an American journalist and author, and the founder of the gonzo journalism movement. Born in Louisville, Kentucky, to a middle-class family, Thompson had a turbulent youth after the death of his father left the family in poverty. He was unable to formally finish high school as he was incarcerated for 60 days after abetting a robbery. He subsequently joined the United States Air Force before moving into journalism. He traveled frequently, including stints in California, Puerto Rico, and Brazil, before settling in Aspen, Colorado, in the early 1960s.
Thompson became internationally known with the publication of Hell's Angels: The Strange and Terrible Saga of the Outlaw Motorcycle Gangs (1967). For his research on the book he had spent a year living and riding with the Angels, experiencing their lives and hearing their stories first-hand. Previously a relatively conventional journalist, with the publication in 1970 of The Kentucky Derby Is Decadent and Depraved he became a counter cultural figure, with his own brand of New Journalism which he termed "Gonzo", an experimental style of journalism where reporters involve themselves in the action to such a degree that they become central figures of their stories. The work he remains best known for, Fear and Loathing in Las Vegas: A Savage Journey to the Heart of the American Dream (1971), constitutes a rumination on the failure of the 1960s counterculture movement. It was first serialized in Rolling Stone , a magazine with which Thompson would be long associated, and was adapted into a film starring Johnny Depp and Benicio del Toro and directed by Terry Gilliam in 1998.
Politically minded, Thompson ran unsuccessfully for sheriff of Pitkin County, Colorado, in 1970, on the Freak Power ticket. He became well known for his inveterate hatred of Richard Nixon, who he claimed represented "that dark, venal, and incurably violent side of the American character" and whom he characterized in Fear and Loathing on the Campaign Trail '72 . Thompson's output notably declined from the mid-1970s, as he struggled with the consequences of fame, and he complained that he could no longer merely report on events as he was too easily recognized. He was also known for his lifelong use of alcohol and illegal drugs, his love of firearms, and his iconoclastic contempt for authoritarianism. He remarked: "I hate to advocate drugs, alcohol, violence, or insanity to anyone, but they've always worked for me."
After a bout of health problems, Thompson committed suicide at the age of 67.
Thompson was born into a middle-class family in Louisville, Kentucky, the first of three sons of Jack Robert Thompson (September 4, 1893, Horse Cave, Kentucky – July 3, 1952, Louisville), a public insurance adjuster and World War I veteran, and of Virginia Ray Davison (1908, Springfield, Kentucky – March 20, 1998, Louisville), who worked as head librarian at the Louisville Free Public Library.  His parents were introduced to each other by a friend from Jack's fraternity at the University of Kentucky in September 1934, and married on November 2, 1935. Thompson's first name came from a purported ancestor on his mother's side, the Scottish surgeon John Hunter. Hunter Stockton was named for his maternal grandparents, Prestly Stockton Ray and Lucille Hunter.
On December 2, 1943, when Thompson was six years old, the family settled at 2437 Ransdell Avenue in the affluent Cherokee Triangle neighborhood of The Highlands.  On July 3, 1952, when Thompson was 14 years old, his father, aged 58, died of myasthenia gravis. Hunter and his brothers, Davison Wheeler (born June 18, 1940) and James Garnet (February 2, 1949 – March 25, 1993),  were raised by their mother. Hunter also had a much older half-brother, James Thompson, Jr., from his father's first marriage, who was not part of the Thompson household. Virginia worked as a librarian to support her children, and is described as having become a "heavy drinker" following her husband's death. 
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, a club for adolescents that prepared them for high-school sports. Ultimately he never joined any sports teams in high school.
Thompson attended I.N. Bloom Elementary School,  Highland Middle School, and Atherton High School, before transferring to Louisville Male High School in September 1952. 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, generally drawn from Louisville's wealthy upper-class families, included Porter Bibb, who became the first publisher of Rolling Stone . 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. The group ejected Thompson in 1955, citing his legal problems. Charged as an accessory to robbery after being in a car with the perpetrator, Thompson was sentenced to 60 days in Kentucky's Jefferson County Jail. He served 31 days and, a week after his release, enlisted in the United States Air Force. While he was in jail, the school superintendent refused him permission to take his high-school final examinations, and as a result he did not graduate.
Thompson completed basic training at Lackland Air Force Base in San Antonio, Texas, and transferred to Scott Air Force Base in Belleville, Illinois, to study electronics. He applied to become an aviator, but the Air Force's aviation-cadet program rejected his application. In 1956, he transferred to Eglin Air Force Base near Fort Walton Beach, Florida. While serving at Eglin, he took evening classes at Florida State University.  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. He could not use his name on the column because the Air Force did not allow airmen to hold other jobs.
Thompson was discharged from the Air Force in November 1957 as an Airman First Class, his commanding officer having recommended him for an early honorable discharge. "In summary, this airman, although talented, will not be guided by policy", Col. William S. Evans, chief of information services wrote to the Eglin personnel office. "Sometimes his rebel and superior attitude seems to rub off on other airmen staff members." 
After 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. While working, he used a typewriter to copy F. Scott Fitzgerald's The Great Gatsby and Ernest Hemingway's A Farewell to Arms in order to learn about the writing styles of the authors. 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 folded 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, and after the demise of El Sportivo, Thompson worked as a stringer for the New York Herald Tribune and for a few stateside papers on Caribbean issues, with Kennedy working as his editor.   After returning to the States, Thompson hitchhiked across the United States along U.S. Highway 40, eventually ending up in Big Sur, California working as a security guard and caretaker at the Big Sur hot springs for an eight-month period in 1961, just before it became the Esalen Institute. While there, he published his first magazine feature in the nationally distributed Rogue magazine, on the artisan and bohemian culture of Big Sur. Thompson had had a rocky tenure as caretaker of the hot springs, and the unexpected publicity from the article finally got him fired. During this period, Thompson wrote two novels, Prince Jellyfish and The Rum Diary , and submitted many short stories to publishers - with little success. The Rum Diary, a novel based on Thompson's experiences in Puerto Rico, was eventually published in 1998.
From May 1962 to May 1963, Thompson traveled to South America as a correspondent for a Dow Jones-owned weekly newspaper, the National Observer .  In Brazil he spent several months as a reporter for the Brazil Herald, the country's only English-language daily, published in Rio de Janeiro. His longtime girlfriend Sandra Dawn Conklin (a.k.a. Sandy Conklin Thompson, now Sondi Wright) later joined him in Rio. They married on May 19, 1963, shortly after returning to the United States, and lived briefly in Aspen, Colorado, where they had a son, Juan Fitzgerald Thompson (born March 23, 1964). The couple conceived five more times, but three pregnancies were miscarried, and the other two produced infants who died shortly after birth. Hunter and Sandy divorced in 1980 but always remained close friends.
In 1964 the family relocated to Glen Ellen, California, where Thompson continued to write for the National Observer on an array of domestic subjects. 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. 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 ,  and moved to San Francisco. He immersed himself in the drug and hippie culture that was taking root in the area, and soon began writing for the Berkeley underground paper Spider. 
In 1965 Carey McWilliams, editor of The Nation , hired Thompson to write a story about the Hells Angels motorcycle club in California. The article appeared on May 17, 1965, and after that Thompson received several book offers and spent the next year living and riding with the club. The relationship broke down when the bikers perceived that Thompson was exploiting them for personal gain and demanded a share of the profits from his writings. An argument at a party resulted in Thompson suffering a savage beating (or "stomping", as the Angels referred to it). 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 reviewer for The New York Times 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".
Following the success of Hell's Angels, Thompson was able to publish articles in a number of well-known magazines during the late 1960s, including The New York Times Magazine , Esquire , Pageant , and Harper's .  In the Times Magazine article, published in 1967, shortly before the "Summer of Love", and titled "The Hashbury is the Capital of the Hippies", Thompson wrote in-depth about the Hippies of San Francisco, deriding a culture that began to lack the political convictions of the New Left and the artistic core of the Beats, instead becoming overrun with newcomers lacking any purpose other than obtaining drugs.  It was an observation on the 1960s' counterculture that Thompson would further examine in Fear and Loathing in Las Vegas and other articles. 
By late 1967, Thompson and his family moved back to Colorado and rented a house in Woody Creek, a small mountain hamlet outside Aspen. In early 1969, Thompson finally received a $15,000 royalty check for the paperback sales of Hell's Angels and used two-thirds of the money for a down payment on a modest home and property where he would live for the rest of his life.  He named the house Owl Farm and often described it as his "fortified compound."
In early 1968, Thompson signed the "Writers and Editors War Tax Protest" pledge, vowing to refuse tax payments in protest against the Vietnam War.
In 1970, Thompson ran for sheriff of Pitkin County, Colorado, as part of a group of citizens running for local offices on the "Freak Power" ticket. The platform included promoting the decriminalization of drugs (for personal use only, not trafficking, as he disapproved of profiteering), tearing up the streets and turning them into grassy pedestrian malls, banning any building so tall as to obscure the view of the mountains, and renaming Aspen "Fat City" to deter investors. Thompson, having shaved his head, referred to the crew cut-wearing Republican candidate as "my long-haired opponent."
With polls showing him with a slight lead in a three-way race, Thompson appeared at Rolling Stone magazine headquarters in San Francisco with a six-pack of beer in hand, and declared to editor Jann Wenner that he was about to be elected Sheriff of Aspen, Colorado, and wished to write about the "Freak Power" movement. Thus, Thompson's first article in Rolling Stone was published as The Battle of Aspen with the byline "By: Dr. Hunter S. Thompson (Candidate for Sheriff)." Despite the publicity, Thompson narrowly lost the election. While carrying the city of Aspen, he garnered only 44% of the county-wide vote in what had become a two-way race. The Republican candidate agreed to withdraw a few days before the election in order to consolidate the anti-Thompson votes, in return for the Democrats withdrawing their candidate for county commissioner. Thompson later remarked that the Rolling Stone article mobilized his opposition far more than his supporters. 
Also in 1970, Thompson wrote an article entitled The Kentucky Derby Is Decadent and Depraved for the short-lived new journalism magazine Scanlan's Monthly . For that article, editor Warren Hinckle paired Thompson with illustrator Ralph Steadman, who drew expressionist illustrations with lipstick and eyeliner. Thompson and Steadman collaborated regularly after that. Although it was not widely read, the article was the first to use the techniques of Gonzo journalism, a style Thompson would later employ in almost every literary endeavor. The manic first-person subjectivity of the story was reportedly the result of sheer desperation; he was facing a looming deadline and started sending the magazine pages ripped out of his notebook.
The first use of the word "Gonzo" to describe Thompson's work is credited to the journalist Bill Cardoso. Cardoso first met Thompson on a bus full of journalists covering the 1968 New Hampshire primary. In 1970, Cardoso (who was then the editor of The Boston Globe Sunday Magazine) wrote to Thompson praising the Kentucky Derby piece as a breakthrough: "This is it, this is pure Gonzo. If this is a start, keep rolling." According to Steadman, Thompson took to the word right away and said, "Okay, that's what I do. Gonzo." Thompson's first published use of the word appears in Fear and Loathing in Las Vegas: "Free Enterprise. The American Dream. Horatio Alger gone mad on drugs in Las Vegas. Do it now: pure Gonzo journalism."
The book for which Thompson gained most of his fame had its genesis during the research for Strange Rumblings in Aztlan , an exposé for Rolling Stone on the 1970 killing of the Mexican-American television journalist Rubén Salazar. Salazar had been shot in the head at close range with a tear gas canister fired by officers of the Los Angeles County Sheriff's Department during the National Chicano Moratorium March against the Vietnam War. One of Thompson's sources for the story was Oscar Zeta Acosta, a prominent Mexican-American activist and attorney. Finding it difficult to talk in the racially tense atmosphere of Los Angeles, Thompson and Acosta decided to travel to Las Vegas, and take advantage of an assignment by Sports Illustrated to write a 250-word photograph caption on the Mint 400 motorcycle race held there.
What was to be a short caption quickly grew into something else entirely.
The result of the trip to Las Vegas became the 1972 book Fear and Loathing in Las Vegas, which first appeared in the November 1971 issues of Rolling Stone as a two-part series.
Coming to terms with the failure of the 1960s countercultural movement is a major theme of the novel, and the book was greeted with considerable critical acclaim, including being heralded by The New York Times as "by far the best book yet written on the decade of dope". "The Vegas Book", as Thompson referred to it, was a mainstream success and introduced his Gonzo journalism techniques to a wide public.
Beginning in late 1971 Thompson wrote extensively for Rolling Stone on election campaigns of President Richard Nixon and his unsuccessful opponent, Senator George McGovern. The articles were soon combined and published as Fear and Loathing on the Campaign Trail '72 . As the title suggests, Thompson spent nearly all of his time traveling the "campaign trail", focusing largely on the Democratic Party's primaries - Nixon, as the Republican incumbent, performed little campaign work - in which McGovern competed with rival candidates Edmund Muskie and Hubert Humphrey. Thompson was an early supporter of McGovern and wrote unflattering coverage of the rival campaigns in the increasingly widely read Rolling Stone.
Thompson went on to become a fierce critic of Nixon, both during and after his presidency.
According to Jann Wenner, co-founder and publisher of Rolling Stone, Thompson's journalistic work began to seriously suffer after his trip to Africa to cover "The Rumble in the Jungle"—the world heavyweight boxing match between George Foreman and Muhammad Ali —in 1974. He missed the match while intoxicated at his hotel, and did not submit a story to the magazine. Wenner is quoted by the film critic Roger Ebert as saying in the 2008 documentary of Thompson's life, Gonzo: The Life and Work of Dr. Hunter S. Thompson, "After Africa he just couldn't write. He couldn't piece it together". 
Thompson was to provide Rolling Stone with coverage for the 1976 presidential campaign that would appear in a book published by the magazine. Reportedly, as Thompson was waiting for a $75,000 advance check to arrive, he learned that Rolling Stone publisher Jann Wenner had cancelled the assignment without informing him. Wenner then asked Thompson to travel to Vietnam to report on what appeared to be the closing of the Vietnam War. Thompson accepted, and left for Saigon immediately. He arrived with the country in chaos, just as South Vietnam was collapsing and other journalists were scrambling to find transportation out of the region. While there, Thompson learned that Wenner had pulled the plug on this excursion as well, and Thompson found himself in Vietnam without health insurance or additional financial support. Thompson's story about the fall of Saigon would not be published in Rolling Stone until ten years later. These two incidents severely strained the relationship between the author and the magazine, and Thompson contributed far less to the publication in later years.
By the late 1970s, Thompson had received complaints from critics, fans and friends that he was regurgitating his past glories without much new on his part;  these concerns are alluded to in the introduction of The Great Shark Hunt , where Thompson suggested that his "old self" committed suicide.
The majority of Thompson's literary output after the late 1970s took the form of a four-volume series of books called The Gonzo Papers . Beginning with The Great Shark Hunt in 1979 and ending with Better Than Sex in 1994, the series is largely a collection of rare newspaper and magazine pieces from the pre-gonzo period, along with almost all of his Rolling Stone short pieces, excerpts from the Fear and Loathing books, and so on.
Perhaps in response to this, as well as the strained relationship with Rolling Stone, and the failure of his marriage, Thompson became more reclusive after 1980.
In addition to his divorce from Sandra Conklin, 1980 marked the release of Where the Buffalo Roam , a loose film adaptation of situations from Thompson's early 1970s work, with Bill Murray starring as the author. Murray would go on to become one of Thompson's trusted friends. After the lukewarm reception of the film, Thompson temporarily relocated to Hawaii to work on a book, The Curse of Lono , a Gonzo-style account of a marathon held in that state. Extensively illustrated by Ralph Steadman, the piece first appeared in Running magazine in 1981 as "The Charge of the Weird Brigade" and was excerpted in Playboy in 1983. 
On July 21, 1981, in Aspen, Colorado, Thompson was pulled over at 2am for running a stop sign, and began to "rave" at a state trooper.
In 1983, he covered the U.S. invasion of Grenada but would not discuss these experiences until the publication of Kingdom of Fear 20 years later. Later that year, at the behest of Terry McDonell, he authored a piece for Rolling Stone called "A Dog Took My Place," an exposé of the scandalous Roxanne Pulitzer divorce and what he termed the "Palm Beach lifestyle." The article contained dubious insinuations of bestiality (among other things) but was considered to be a return to proper form by many. Shortly thereafter, Thompson accepted an advance to write about "couples pornography" for Playboy. As part of his research, in the spring of 1985 he spent evenings at the Mitchell Brothers O'Farrell Theatre striptease club in San Francisco and his experience there eventually evolved into a full-length novel tentatively titled The Night Manager. Neither the novel nor the article has been published.
Shortly thereafter, Thompson became a media critic for The San Francisco Examiner , writing a weekly syndicated column for the newspaper in the mid-to-late 1980s. The position was arranged by old friend and fellow Examiner columnist Warren Hinckle.  Thompson's editor at the Examiner, David McCumber (who would go on to write a Mitchell brothers biography not long after Jim Mitchell fatally shot his brother Art in 1991), has ruminated on the erratic quality of Thompson's writing by this juncture, opining that "one week it would be acid-soaked gibberish with a charm of its own. The next week it would be incisive political analysis of the highest order..." Many of these columns were published in Gonzo Papers, Vol. 2: Generation of Swine: Tales of Shame and Degradation in the '80s (1988) and Gonzo Papers, Vol. 3: Songs of the Doomed: More Notes on the Death of the American Dream (1990; a bricolage of autobiographical reminiscences, recent articles and previously unpublished material).
In 1990, former porn director Gail Palmer visited Thompson's home in Woody Creek. She later accused him of sexual assault, claiming that he twisted her breast when she refused to join him in the hot tub. She also described cocaine use to authorities. A six-person, 11-hour search of Thompson's home turned up various kinds of drugs and a few sticks of dynamite. All charges were dismissed after a pre-trial hearing. Thompson would later describe this experience at length in Kingdom of Fear.
By the early 1990s, Thompson was said to be working on a novel called Polo Is My Life , which was briefly excerpted in Rolling Stone in 1994, and which Thompson himself described in 1996 as "... a sex book — you know, sex, drugs and rock and roll. It's about the manager of a sex theater who's forced to leave and flee to the mountains. He falls in love and gets in even more trouble than he was in the sex theater in San Francisco".  The novel was slated to be released by Random House in 1999, and was even assigned ISBN 0-679-40694-8, but was not published.
Thompson continued to publish irregularly in Rolling Stone, ultimately contributing to seventeen pieces in the magazine between 1984 and 2004.
Thompson's work was popularized again with the 1998 release of the film Fear and Loathing in Las Vegas, which opened to considerable fanfare.
In July 2000, Thompson accidentally shot his assistant, Deborah Fuller, while attempting to scare a bear away from her lodging on The Owl Farm.
Thompson's next, and penultimate, collection, Kingdom of Fear: Loathsome Secrets of a Star-Crossed Child In the Final Days of the American Century , was widely publicized as Thompson's first memoir; in practice, the text combined new material (including reminiscences of the O'Farrell Theater), selected newspaper and digital clippings, and other older works in the expected fashion. Released in 2003, it was perceived by critics to be an angry, vitriolic commentary on the passing of the American Century, and the state of affairs after the September 2001 attacks on the World Trade Center and the Pentagon.
Thompson completed his journalism career in the same way it had begun: writing about sports.
Thompson married assistant Anita Bejmuk on April 23, 2003.
Thompson died from a self-inflicted gunshot wound to the head at Owl Farm, his "fortified compound" in Woody Creek, Colorado, at 5:42 p.m. on February 20, 2005. His son Juan, daughter-in-law Jennifer, and grandson were visiting for the weekend. His wife Anita, who was at the Aspen Club, was on the phone with him as he cocked the gun. According to the Aspen Daily News, Thompson asked her to come home to help him write his ESPN column, then set the receiver on the counter. Anita said she mistook the cocking of the gun for the sound of his typewriter keys and hung up as he fired. Will and Jennifer were in the next room when they heard the gunshot, but mistook the sound for a book falling and did not check on Thompson immediately. Juan Thompson found his father's body. According to the police report and Anita's cell phone records,  he called the sheriff's department half an hour later, then walked outside and fired three shotgun blasts into the air to "mark the passing of his father". The police report stated that in Thompson's typewriter was a piece of paper with the date “Feb. 22 ‘05” and a single word, "counselor". 
Thompson's inner circle told the press that he had been depressed and always found February a "gloomy" month, with football season over and the harsh Colorado winter weather.
Thompson's collaborator and friend Ralph Steadman wrote:
On August 20, 2005, in a private funeral, Thompson's ashes were fired from a cannon.
According to his widow, Anita, the $3 million funeral was funded by actor Johnny Depp, who was a close friend of Thompson. Depp told the Associated Press , "All I'm doing is trying to make sure his last wish comes true. I just want to send my pal out the way he wants to go out."  An estimated 280 people attended, including U.S. Senators John Kerry and George McGovern; 60 Minutes correspondents Ed Bradley and Charlie Rose; actors Jack Nicholson, John Cusack, Bill Murray, Benicio del Toro, Sean Penn, and Josh Hartnett; musicians Lyle Lovett, John Oates and David Amram, and artist and long-time friend Ralph Steadman.
Thompson is often credited as the creator of Gonzo journalism, a style of writing that blurs distinctions between fiction and nonfiction.
Despite his having personally described his work as "Gonzo", it fell to later observers to articulate what the term actually meant.
The majority of Thompson's most popular and acclaimed work appeared within the pages of Rolling Stone magazine.
Robert Love, Thompson's editor of 23 years at Rolling Stone, wrote that "the dividing line between fact and fancy rarely blurred, and we didn't always use italics or some other typographical device to indicate the lurch into the fabulous.
Discerning the line between the fact and the fiction of Thompson's work presented a practical problem for editors and fact-checkers of his work.
Thompson often used a blend of fiction and fact when portraying himself in his writing as well, sometimes using the name Raoul Duke as an author surrogate whom he generally described as a callous, erratic, self-destructive journalist who constantly drank alcohol and took hallucinogenic drugs. Fantasizing about causing bodily harm to others was also a characteristic in his work used to comedic effect and an example of his brand of humor.
In the late sixties, Thompson acquired his famous title of"Doctor" from the Universal Life Church. He later preferred to be called Dr. Thompson, and his "alter-ego"Raoul Duke called himself a "doctor of journalism". Thompson was as fond of personae as W.C. Fields: besides "Raoul Duke", Thompson also toyed with the idea of taking the names "Jefferson Rank", "Gene Skinner", and "Sebastian Owl" for various purposes literary and non-literary, naming his "compound" in Woody Creek, Colorado, "Owl Farm" after the last of these.
A number of critics have commented that as he grew older the line that distinguished Thompson from his literary self became increasingly blurred.
Thompson's writing style and eccentric persona gave him a cult following in both literary and drug circles, and his cult status expanded into broader areas after being portrayed three times in major motion pictures. Hence, both his writing style and persona have been widely imitated, and his likeness has even become a popular costume choice for Halloween. 
Thompson was a firearms and explosives enthusiast (in his writing and in life) and owned a vast collection of handguns, rifles, shotguns, and various automatic and semi-automatic weapons, along with numerous forms of gaseous crowd control and many homemade devices. He was a proponent of the right to bear arms and privacy rights.  A member of the National Rifle Association,  Thompson was also co-creator of "The Fourth Amendment Foundation", an organization to assist victims in defending themselves against unwarranted search and seizure. 
Part of his work with The Fourth Amendment Foundation centered around support of Lisl Auman, a Colorado woman who was sentenced for life in 1997 under felony murder charges for the death of police officer Bruce VanderJagt, despite contradictory statements and dubious evidence.  Thompson organized rallies, provided legal support, and co-wrote an article in the June 2004 issue of Vanity Fair outlining the case. The Colorado Supreme Court eventually overturned Auman's sentence in March 2005, shortly after Thompson's death, and Auman is now free. Auman's supporters claim Thompson's support and publicity resulted in the successful appeal. 
Thompson was also an ardent supporter of drug legalization and became known for his detailed accounts of his own drug use. He was an early supporter of the National Organization for the Reform of Marijuana Laws and served on the group's advisory board for over 30 years, until his death.  He told an interviewer in 1997 that drugs should be legalized "[a]cross the board. It might be a little rough on some people for a while, but I think it's the only way to deal with drugs. Look at Prohibition: all it did was make a lot of criminals rich." 
In a 1965 letter to his friend Paul Semonin, Thompson explained an affection for the Industrial Workers of the World, "I have in recent months come to have a certain feeling for Joe Hill and the Wobbly crowd who, if nothing else, had the right idea. But not the right mechanics. I believe the IWW was probably the last human concept in American politics."  In another letter to Semonin, Thompson wrote that he agreed with Karl Marx, and compared him to Thomas Jefferson.  In a letter to William Kennedy, Thompson confided that he was "coming to view the free enterprise system as the single greatest evil in the history of human savagery."  In the documentary Breakfast with Hunter , Hunter S. Thompson is seen in several scenes wearing different Che Guevara T-shirts. Additionally, actor and friend Benicio del Toro has stated that Thompson kept a "big"picture of Che in his kitchen.  Thompson wrote on behalf of African-American rights and the Civil Rights Movement.  He strongly criticized the dominance in American society of, what he called, "white power structures". 
After the September 11 attacks, Thompson voiced skepticism regarding the official story on who was responsible for the attacks. He speculated to several interviewers that it may have been conducted by the U.S. Government or with the government's assistance, though readily admitting he had no way to prove his theory. 
In 2004, Thompson wrote: "Nixon was a professional politician, and I despised everything he stood for—but if he were running for president this year against the evil Bush – Cheney gang, I would happily vote for him." 
Thompson wrote a number of books, publishing from 1966 to the end of his life.
As a journalist over the course of decades, Thompson published numerous articles in various periodicals. He wrote for many publications, including Rolling Stone , Esquire , The Boston Globe , Chicago Tribune , The New York Times , The San Francisco Examiner , Time , Vanity Fair , The San Juan Star , and Playboy . He was also guest editor for a single edition of The Aspen Daily News. A collection of 100 of his columns from The San Francisco Examiner was published in 1988 as Gonzo Papers, Vol. 2: Generation of Swine: Tales of Shame and Degradation in the '80s . A collection of his articles for Rolling Stone was released in 2011 as Fear and Loathing at Rolling Stone: The Essential Writings of Hunter S. Thompson . The book was edited by the magazine's co-founder and publisher, Jann S. Wenner, who also provided an introduction to the collection.
Thompson wrote many letters, which were his primary means of personal communication.
The Fear and Loathing Letters is a three-volume collection of selections from Thompson's correspondence, edited by the historian Douglas Brinkley. The first volume, The Proud Highway was published in 1997, and contains letters from 1955 to 1967. Fear and Loathing in America was published in 2000 and contains letters dating from 1968 to 1976. A third volume, titled The Mutineer: Rants, Ravings, and Missives from the Mountaintop 1977–2005 was edited by Douglas Brinkley and published by Simon & Schuster in 2005. As of August 2016, it has yet to be sold to the public. It contains a special introduction by Johnny Depp.
Accompanying the eccentric and colorful writing of Hunter Thompson, illustrations by British artist Ralph Steadman offer visual representations of the Gonzo style. Steadman and Thompson developed a close friendship, and often traveled together. Though his illustrations occur in most of Thompson's books, they are conspicuously featured in full page color in Thompson's The Curse of Lono , set in Hawaii.
Thompson was an avid amateur photographer throughout his life and his photos have been exhibited since his death at art galleries in the United States and United Kingdom.
The film Where the Buffalo Roam (1980) depicts heavily fictionalized attempts by Thompson to cover the Super Bowl and the 1972 U.S. presidential election. It stars Bill Murray as Thompson and Peter Boyle as Thompson's attorney Oscar Zeta Acosta, referred to in the movie as Carl Lazlo, Esq.
The 1998 film adaptation of Fear and Loathing in Las Vegas was directed by Monty Python veteran Terry Gilliam, and starred Johnny Depp (who moved into Thompson's basement to "study" Thompson's persona before assuming his role in the film) as Raoul Duke and Benicio del Toro as Dr. Gonzo. The film has achieved something of a cult following.
The film adaptation of Thompson's novel The Rum Diary was released in October 2011, also starring Johnny Depp as the main character, Paul Kemp. The novel's premise was inspired by Thompson's own experiences in Puerto Rico. The film was written and directed by Bruce Robinson. 
At a press junket for The Rum Diary shortly before the film's release, Depp said that he would like to adapt The Curse of Lono , "The Kentucky Derby Is Decadent and Depraved", and Hell's Angels for the big screen: "I'd just keep playing Hunter. There's a great comfort in it for me, because I get a great visit with my old friend who I miss dearly." 
The Mitchell brothers, owners of the O'Farrell Theatre in San Francisco, made a documentary about Thompson in 1988 called Hunter S. Thompson: The Crazy Never Die.
Wayne Ewing created three documentaries about Thompson. The film Breakfast with Hunter (2003) was directed and edited by Ewing. It documents Thompson's work on the movie Fear and Loathing in Las Vegas, his arrest for drunk driving, and his subsequent fight with the court system. When I Die (2005) is a video chronicle of making Thompson's final farewell wishes a reality, and documents the send-off itself. Free Lisl: Fear and Loathing in Denver (2006) chronicles Thompson's efforts in helping to free Lisl Auman, who was sentenced to life in prison without parole for the shooting of a police officer, a crime she didn't commit. All three films are only available online. 
In Come on Down: Searching for the American Dream  (2004) Thompson gives director Adamm Liley insight into the nature of the American Dream over drinks at the Woody Creek Tavern.
Buy the Ticket, Take the Ride: Hunter S. Thompson on Film (2006) was directed by Tom Thurman, written by Tom Marksbury, and produced by the Starz Entertainment Group. The original documentary features interviews with Thompson's inner circle of family and friends, but the thrust of the film focuses on the manner in which his life often overlapped with numerous Hollywood celebrities who became his close friends, such as Johnny Depp, Benicio del Toro, Bill Murray, Sean Penn, John Cusack, Thompson's wife Anita, son Juan, former Senators George McGovern and Gary Hart, writers Tom Wolfe and William F. Buckley, actors Gary Busey and Harry Dean Stanton, and the illustrator Ralph Steadman among others.
In 2008, Academy Award-winning documentarian Alex Gibney (Enron: The Smartest Guys in the Room , Taxi to the Dark Side ) wrote and directed a documentary on Thompson, titled Gonzo: The Life and Work of Dr. Hunter S. Thompson . The film premiered on January 20, 2008, at the Sundance Film Festival. Gibney uses intimate, never-before-seen home videos, interviews with friends, enemies and lovers, and clips from films adapted from Thompson's material to document his turbulent life.
Lou Stein's adaptation of "Fear and Loathing in Las Vegas" was performed at the Battersea theatre.
GONZO: A Brutal Chrysalis is a one-man show about Thompson written by Paul Addis, who also played the author.
- Author Tom Wolfe has called Thompson the greatest American comic writer of the 20th century.
- Asked in an interview with Jody Denberg on KGSR Studio, in 2000, whether he would ever consider writing a book "like [his] buddy Hunter S. Thompson", the musician Warren Zevon responded: "Let's remember that Hunter S. Thompson is the finest writer of our generation; he didn't just toss off a book the other day..."
- Thompson appeared on the cover of the 1,000th issue of Rolling Stone, May 18 – June 1, 2006, as a devil playing the guitar next to the two "L"'s in the word "Rolling". Johnny Depp also appeared on the cover. 
- The Thompson-inspired character Uncle Duke appears on a recurring basis in Doonesbury , the daily newspaper comic strip by Garry Trudeau. When the character was first introduced, Thompson protested, quoted in an interview as saying that he would set Trudeau on fire if the two ever met,  although it was reported that he liked the character in later years. Between March 7, 2005 (roughly two weeks after Thompson's suicide) and March 12, 2005, Doonesbury ran a tribute to Hunter, with Uncle Duke lamenting the death of the man he called his "inspiration". The first of these strips featured a panel with artwork similar to that of Ralph Steadman, and later strips featured various non-sequiturs (with Duke variously transforming into a monster, melting, shrinking to the size of an empty drinking glass, or people around him turning into animals) which seemed to mirror some of the effects of hallucinogenic drugs described in Fear and Loathing in Las Vegas.
- General Hunter Gathers in the Adult Swim animated series The Venture Bros. is a tribute to Thompson and derives his physical appearance from him.
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