Thomas Pynchon

A "voracious reader and precocious writer", Pynchon is believed to have skipped two grades before high school.[6] Pynchon attended Oyster Bay High School in Oyster Bay, where he was awarded "student of the year" and contributed short fictional pieces to his school newspaper. These juvenilia incorporated some of the literary motifs and recurring subject matter he would use throughout his career: oddball names, sophomoric humor, illicit drug use, and paranoia.[7][8][9][10]

Thomas Pynchon
Pynchon c. 1955
Allegiance	United States
Branch	United States Navy
Service years	1955–1957
Service number	4881936[11]

Pynchon graduated from high school in 1953 at the age of 16. That fall, he went to Cornell University to study engineering physics. At the end of his sophomore year, he enlisted to serve in the U.S. Navy. He attended boot camp at United States Naval Training Center Bainbridge, Maryland, then received training to be an electrician at a base in Norfolk, Virginia.[12] In 1956, he was aboard the destroyer USS Hank in the Mediterranean during the Suez Crisis.[13] According to recollections from his Navy friends, Pynchon said at the time that he did not intend to complete his college education.[6]

During his time as a US Navy sailor, Pynchon is believed to have served aboard the USS Hank during the Suez Crisis.

In 1957, he returned to Cornell to pursue a degree in English. His first published story, "The Small Rain", appeared in the Cornell Writer in March 1959, and narrates an actual experience of a friend who had served in the Army; subsequently, however, episodes and characters throughout Pynchon's fiction draw freely upon his own experiences in the Navy.[14] His short story, "Mortality and Mercy in Vienna", was published in the Spring 1959 issue of Epoch.[15]

While at Cornell, Pynchon started his friendships with Richard Fariña, Kirkpatrick Sale, and David Shetzline.[16] Pynchon would go on to dedicate Gravity's Rainbow to Fariña, and to serve as his best man and his pallbearer. In his introduction to Fariña's novel Been Down So Long It Looks Like Up to Me, Pynchon recalls that "we also succeeded in getting on the same literary wavelength. We showed up once at a party, not a masquerade party, in disguise—he as Hemingway, I as Scott Fitzgerald, each of us aware that the other had been through a phase of enthusiasm for his respective author ... Also in '59 we simultaneously picked up on what I still think is among the finest American novels, Oakley Hall's Warlock. We set about getting others to read it too, and for a while we had a micro-cult going. Soon a number of us were talking in Warlock dialogue, a kind of thoughtful, stylized, Victorian-Wild West diction."[17] Richard Farina also wrote an instrumental "V" which is on the album "Celebrations For A Grey Day".[18] He reportedly attended lectures given by Vladimir Nabokov, who then taught literature at Cornell. Although Nabokov later said that he had no memory of Pynchon, Nabokov's wife Véra, who graded her husband's class papers, commented that she remembered his distinctive handwriting as a mixture of printed and cursive letters, "half printing, half script."[19][20] In 1958, Pynchon and Sale wrote part or all of a science-fiction musical, Minstrel Island, which portrayed a dystopian future in which IBM rules the world.[21] Pynchon received his B.A. with distinction as a member of Phi Beta Kappa in June 1959.

V. (1963)

After leaving Cornell, Pynchon began to work on his first novel, V. From February 1960 to September 1962, he was employed as a technical writer at Boeing in Seattle, where he compiled safety articles for the Bomarc Service News, a support newsletter for the BOMARC surface-to-air missile deployed by the U.S. Air Force.[22] Pynchon's experiences at Boeing inspired his depictions of the "Yoyodyne" corporation in V. and The Crying of Lot 49, and both his background in physics and the technical journalism he undertook at Boeing provided much raw material for Gravity's Rainbow. V. won the William Faulkner Foundation Award For Notable First Novel and was a finalist for the National Book Award.[23]

George Plimpton gave the book a positive review in The New York Times. He described it as a picaresque novel, in which "The author can tell his favorite jokes, throw in a song, indulge in a fantasy, include his own verse, display an intimate knowledge of such disparate subjects as physics, astronomy, art, jazz, how a nose-job is done, the wildlife in the New York sewage system. These indeed are some of the topics which constitute a recent and remarkable example of the genre: a brilliant and turbulent first novel published this month by a young Cornell graduate, Thomas Pynchon." Plimpton called Pynchon "a writer of staggering promise."[24]

After resigning from Boeing, Pynchon spent some time in New York and Mexico before moving to California, where he was reportedly based for much of the 1960s and early 1970s, most notably in an apartment in Manhattan Beach,[25] as he was composing what would become Gravity's Rainbow.

A negative aspect that Pynchon retrospectively found in the hippie cultural and literary movement, both in the form of the Beats of the 1950s and the resurgence form of the 1960s, was that it "placed too much emphasis on youth, including the eternal variety."[14]

In 1964, his application to study mathematics as a graduate student at the University of California, Berkeley was turned down.[26] In 1966, Pynchon wrote a first-hand report on the aftermath and legacy of the Watts Riots in Los Angeles, titled "A Journey Into the Mind of Watts", and published in The New York Times Magazine.[27]

From the mid-1960s Pynchon has also regularly provided blurbs and introductions for a wide range of novels and non-fiction works. He contributed an appreciation of Oakley Hall's Warlock in a feature called "A Gift of Books" in the December 1965 issue of Holiday. Pynchon wrote that Hall "has restored to the myth of Tombstone its full, mortal, blooded humanity ... It is this deep sensitivity to abysses that makes Warlock, I think, one of our best American novels. For we are a nation that can, many of us, toss with all aplomb our candy wrapper into the Grand Canyon itself, snap a color shot and drive away; and we need voices like Oakley Hall’s to remind us how far that piece of paper, still fluttering brightly behind us, has to fall."[28]

In 1968, Pynchon was one of 447 signatories to the "Writers and Editors War Tax Protest". Full-page advertisements in the New York Post and The New York Review of Books listed the names of those who had pledged not to pay "the proposed 10% income tax surcharge or any war-designated tax increase", and stated their belief "that American involvement in Vietnam is morally wrong".[29] Time's review of V. concluded: "V. sails with majesty through caverns measureless to man. What does it mean? Who, finally, is V.? Few books haunt the waking or the sleeping mind, but this is one. Who, indeed?"[30].

Pynchon created the "muted post horn" as a symbol for the secret "Trystero" society in The Crying of Lot 49.

In an April 1964 letter to his agent, Candida Donadio, Pynchon wrote that he was facing a creative crisis, with four novels in progress, announcing: "If they come out on paper anything like they are inside my head then it will be the literary event of the millennium."[31]

In the mid-1960s, Pynchon lived at 217 33rd St. in Manhattan Beach, California, in a small downstairs apartment.[32]

In December 1965, Pynchon politely turned down an invitation from Stanley Edgar Hyman to teach literature at Bennington College, writing that he had resolved, two or three years earlier, to write three novels at once. Pynchon described the decision as "a moment of temporary insanity", but noted that he was "too stubborn to let any of them go, let alone all of them."[33]

Pynchon's second novel, The Crying of Lot 49, was published a few months later in 1966. Whether it was one of the three or four novels Pynchon had in progress is not known, but in a 1965 letter to Donadio, Pynchon had written that he was in the middle of writing a "potboiler". When the book grew to 155 pages, he called it, "a short story, but with gland trouble", and hoped that Donadio could "unload it on some poor sucker."[31]

The Crying of Lot 49 won the Richard and Hinda Rosenthal Foundation Award shortly after publication.[34][35] Although more concise and linear in its structure than Pynchon's other novels, its labyrinthine plot features an ancient, underground mail service known as "The Tristero" or "Trystero", a parody of a Jacobean revenge drama called The Courier's Tragedy, and a corporate conspiracy involving the bones of World War II American GIs being used as charcoal cigarette filters. It proposes a series of seemingly incredible interconnections between these events and other similarly bizarre revelations that confront the novel's protagonist, Oedipa Maas. Like V., the novel contains a wealth of references to science and technology and to obscure historical events.The Crying of Lot 49 also continues Pynchon's habits of writing satiric song lyrics and referencing popular culture. An example of both can be seen in allusion to the narrator of Nabokov's Lolita in the lyric of a love lament sung by a member of "The Paranoids", an American teenage band who deliberately sing their songs with British accents (p. 17). Despite Pynchon's alleged dislike, Lot 49 received positive reviews; Harold Bloom named it one of Pynchon's "canonical works", along with Gravity's Rainbow and Mason & Dixon. It was included on Time's list of the 100 best English-language novels published since the magazine's founding in 1923. Richard Lacayao wrote, "With its slapstick paranoia and heartbreaking metaphysical soliloquies, Lot 49 takes place in the tragicomic universe that is instantly recognizable as Pynchon-land. Is it also a mystery novel? Absolutely, so long as you recognize the mystery here is the one at the heart of everything."[36]

Gravity's Rainbow (1973)

Pynchon's most famous novel is his third, Gravity's Rainbow, published in 1973. An intricate and allusive fiction that combines and elaborates on many of the themes of his earlier work, including preterition, paranoia, racism, colonialism, conspiracy, synchronicity, and entropy,[37][38] there is a wealth of commentary and critical material, including reader's guides,[39][40] books and scholarly articles, online concordances and discussions, and art works. Its artistic value is often compared to that of James Joyce's Ulysses.[41] Some scholars have hailed it as the greatest American post-WW2 novel,[42] and it has similarly been described as "literally an anthology of postmodernist themes and devices".[43] Richard Locke, reviewing it in The New York Times, wrote that "Gravity's Rainbow is longer, darker and more difficult than his first two books; in fact it is the longest, most difficult and most ambitious novel to appear in these pages since Nabokov's Ada four years ago; its technical and verbal resources bring to mind Melville and Faulkner."[44]

The major portion of Gravity's Rainbow takes place in Europe in the final months of World War II and the weeks immediately following VE Day, and is narrated for the most part from within the historical moment in which it is set. In this way, Pynchon's text enacts a type of dramatic irony whereby neither the characters nor the various narrative voices are aware of specific historical circumstances, such as the Holocaust and, except as hints, premonitions and mythography, the complicity between Western corporate interests and the Nazi war machine, which figure prominently in readers' apprehensions of the novel's historical context. For example, at war's end the narrator observes: "There are rumors of a War Crimes Tribunal under way in Nürnberg. No one Slothrop has listened to is clear who's trying whom for what ..." (p. 681). Such an approach generates dynamic tension and moments of acute self-consciousness, as both reader and author seem drawn ever deeper into the "plot", in various senses of that term:

Pynchon presents us with a Disney-meets-Bosch panorama of European politics, American entropy, industrial history, and libidinal panic which leaves a chaotic whirl of fractal patterns in the reader's mind.[45]

The novel invokes anti-authority sentiments, often through violations of narrative conventions and integrity. For example, as the protagonist, Tyrone Slothrop, considers the fact that his own family "made its money killing trees", he apostrophizes his apology and plea for advice to the coppice within which he has momentarily taken refuge. In an overt incitement to eco-activism, Pynchon's narrative agency then has it that "a medium-sized pine nearby nods its top and suggests, 'Next time you come across a logging operation out here, find one of their tractors that isn't being guarded, and take its oil filter with you. That's what you can do.'" (p. 553)

Encyclopedic in scope and often self-conscious in style, the novel displays erudition in its treatment of an array of material drawn from the fields of psychology, chemistry, mathematics, history, religion, music, literature, human sexuality, and film. Pynchon wrote the first draft of Gravity's Rainbow in "neat, tiny script on engineer's quadrille paper".[40] Pynchon worked on the novel throughout the 1960s and early 1970s while he was living in California and Mexico City.

Gravity's Rainbow shared the 1974 National Book Award with A Crown of Feathers and Other Stories by Isaac Bashevis Singer (split award).[4] That same year, the Pulitzer Prize For Fiction panel unanimously recommended Gravity's Rainbow for the award, but the Pulitzer board vetoed the jury's recommendation, describing the novel as "unreadable", "turgid", "overwritten", and in parts "obscene".[34] (No Pulitzer Prize For Fiction was awarded that year and finalists were not recognized before 1980.)[46] In 1975, Pynchon declined the William Dean Howells Medal.[47] Along with Lot 49, Gravity's Rainbow was included on Time's list of the 100 greatest English-language novels published since the magazine's founding, with Lev Grossman and Richard Lacayao commenting on its "fantastic multitude of meditations upon the human need to build systems of intellectual order even as we use the same powers of intellect to hasten our destruction. (Did we mention that this is also a comedy, more or less?) Among American writers of the second half of the 20th century, Pynchon is the indisputed candidate for lasting literary greatness. This book is why."[48]

Slow Learner (1984)

A collection of Pynchon's early short stories, Slow Learner, was published in 1984, with a lengthy autobiographical introduction. In October of the same year, an article titled "Is It O.K. to Be a Luddite?" was published in The New York Times Book Review.[49] In April 1988, Pynchon reviewed Gabriel García Márquez's Love in the Time of Cholera in The New York Times, calling it "a shining and heartbreaking book."[50] Another article, titled "Nearer, My Couch, to Thee", was published in June 1993 in The New York Times Book Review, as one in a series of articles in which various writers reflected on each of the Seven Deadly Sins. Pynchon's subject was "Sloth".[51] In 1989, Pynchon was one of many authors who signed a letter of solidarity with Salman Rushdie after Rushdie was sentenced to death by the Ayatollah for his novel The Satanic Verses. Pynchon wrote: "I pray that tolerance and respect for life prevail. I keep thinking of you."[52]

Pynchon's fourth novel, Vineland, was published in 1990 and disappointed some fans and critics. It did, however, receive a positive review from Salman Rushdie, who called it "free-flowing and light and funny and maybe the most readily accessible piece of writing the old Invisible Man ever came up with ... the entropy's still flowing, but there is something new to report, some faint possibility of redemption, some fleeting hints of happiness and grace. Thomas Pynchon, like Paul Simon's girl in New York City, who calls herself the Human Trampoline, is bouncing into Graceland."[53] The novel is set in California in the 1980s and 1960s and describes the relationship between an FBI COINTELPRO agent and a female radical filmmaker. Its strong socio-political undercurrents detail the constant battle between authoritarianism and communalism, and the nexus between resistance and complicity, but with a typically Pynchonian sense of humor.[54]

In 1988, he received a MacArthur Fellowship and, since the early 1990s at least, he has been frequently cited as a contender for the Nobel Prize in Literature.[55][56][57] Pynchon provided a blurb for Don DeLillo's novel Mao II, about a reclusive novelist and partly inspired by the fatwa on Salman Rushdie: "This novel's a beauty. DeLillo takes us on a breathtaking journey, beyond all the official versions of our daily history, behind all the easy assumptions about who we're supposed to be, with a vision as bold and a voice as eloquent and morally focused as any in American writing."[58]

Mason & Dixon (1997) is a fictionalized account of the lives of Charles Mason and Jeremiah Dixon, the historical surveyors of the Mason–Dixon line.

The meticulously researched novel is a sprawling postmodernist saga recounting the lives and careers of the English astronomer Charles Mason and his partner, the surveyor Jeremiah Dixon, the drawers of the Mason–Dixon line, during the birth of the American Republic. The dust jacket notes that it features appearances from George Washington, Benjamin Franklin, Samuel Johnson and a talking dog. Some commentators acknowledged it as a welcome return to form; T. C. Boyle called it "the old Pynchon, the true Pynchon, the best Pynchon of all" and "a book of heart and fire and genius."[59] Michiko Kakutani called Mason and Dixon Pynchon's most human characters, writing that they "become fully fleshed-out people, their feelings, hopes and yearnings made as palpably real as their outrageously comic high jinks."[60] The American critic Harold Bloom hailed the novel as Pynchon's "masterpiece to date".[61] Bloom named Pynchon as one of the four major American novelists of his time, along with Cormac McCarthy, Philip Roth and Don DeLillo.[62][63] For The Independent feature Book Of A Lifetime, Marek Kohn chose Mason & Dixon "precisely because my own teens were long gone by the time it came out: it showed me that being exhilarated by prose is not just an effect of youthful overexcitement."[64]

A variety of rumors pertaining to the subject matter of Against the Day circulated for a number of years. Most specific of these were comments made by the former German minister of culture Michael Naumann, who stated that he assisted Pynchon in his research about "a Russian mathematician [who] studied for David Hilbert in Göttingen", and that the new novel would trace the life and loves of Sofia Kovalevskaya.[65]

In July 2006, a new, untitled novel by Pynchon was announced along with a description written by Pynchon himself: "Spanning the period between the Chicago World's Fair of 1893 and the years just after World War I, this novel moves from the labor troubles in Colorado to turn-of-the-century New York, to London and Gottingen, Venice and Vienna, the Balkans, Central Asia, Siberia at the times of the mysterious Tunguska Event, Mexico during the Revolution, postwar Paris, silent-era Hollywood, and one or two places not strictly speaking on the map at all. With a worldwide disaster looming just a few years ahead, it is a time of unrestrained corporate greed, false religiosity, moronic fecklessness, and evil intent in high places. No reference to the present day is intended or should be inferred." He promised cameos by Nikola Tesla, Bela Lugosi and Groucho Marx, as well as "stupid songs" and "strange sexual practices". Subsequently, the title of the new book was reported to be Against the Day and a Penguin spokesperson confirmed that the synopsis was Pynchon's.[66][67]

Against the Day was released on November 21, 2006, and is 1,085 pages long in the first edition hardcover. The book was given almost no promotion by Penguin and professional book reviewers were given little time in advance to review the book. An edited version of Pynchon's synopsis was used as the jacket-flap copy and Kovalevskaya does appear, although as only one of over a hundred characters.

Composed in part of a series of interwoven pastiches of popular fiction genres from the era in which it is set, the novel inspired mixed reactions from critics and reviewers. One reviewer remarked, "It is brilliant, but it is exhaustingly brilliant."[68] Other reviewers described Against the Day as "lengthy and rambling"[69] and "a baggy monster of a book",[70] while negative appraisals condemned the novel for its "silliness"[71] or characterized its action as "fairly pointless" and remained unimpressed by its "grab bag of themes".[72]

In 2006, Pynchon wrote a letter defending Ian McEwan against charges of plagiarism in his novel Atonement: "Oddly enough, those of us who write historical fiction do feel some obligation to accuracy. It is that Ruskin business about 'a capacity of responsiveness to the claims of fact, but unoppressed by them.' Unless we were actually there, we must turn to people who were, or to letters, contemporary reporting, the encyclopedia, the Internet, until, with luck, at some point, we can begin to make a few things of our own up. To discover in the course of research some engaging detail we know can be put into a story where it will do some good can hardly be classed as a felonious act-- it is simply what we do."[73]

Inherent Vice was published in August 2009.

A synopsis and brief extract from the novel, along with the novel's title, Inherent Vice, and dust jacket image, were printed in Penguin Press' Summer 2009 catalogue. The book was advertised by the publisher as "part-noir, part-psychedelic romp, all Thomas Pynchon—private eye Doc Sportello comes, occasionally, out of a cannabis haze to watch the end of an era as free love slips away and paranoia creeps in with the L.A. fog."

A promotional video for the novel was released by Penguin Books on August 4, 2009, with the character voiceover narrated by Pynchon himself.[74]

A 2014 film adaptation of the same name was directed by Paul Thomas Anderson.

Bleeding Edge takes place in Manhattan's Silicon Alley during "the lull between the collapse of the dot-com boom and the terrible events of September 11." The novel was published on September 17, 2013,[75] to positive reviews.

Pynchon's novels refer overtly to writers as disparate as Henry Adams (in V., p. 62), Jorge Luis Borges (in Gravity’s Rainbow, p. 264), Deleuze and Guattari (in Vineland, p. 97),[86] Emily Dickinson (in Gravity’s Rainbow, pp. 27–8), Umberto Eco (in Mason & Dixon, p. 559),[87] Ralph Waldo Emerson (in Vineland, p. 369), "Hopkins, T. S. Eliot, di Chirico’s novel Hebdomeros" (in V., p. 307), William March, Vladimir Nabokov (in The Crying of Lot 49, p. 120), Patrick O'Brian (in Mason & Dixon, p. 54), Ishmael Reed (in Gravity’s Rainbow, p. 558), Rainer Maria Rilke (in Gravity’s Rainbow, p. 97 f) and Ludwig Wittgenstein (in V., p. 278 f), and to a heady mixture of iconic religious and philosophical sources.[88][89][90][91]

Critics have made comparisons of Pynchon's writing with works by Rabelais,[92][93] Cervantes,[92][94] Laurence Sterne,[95][96] Edgar Allan Poe,[97][98] Nathaniel Hawthorne,[99][100] Herman Melville,[92][101] Charles Dickens,[102][103] Joseph Conrad,[104][105] Thomas Mann,[106][107] William S. Burroughs,[108][109] Ralph Ellison,[109][110] Patrick White,[111][112] and Toni Morrison.[90][113]

Pynchon's work also has similarities with modernist writers who wrote long novels dealing with large metaphysical or political issues, such as James Joyce's Ulysses, E. M. Forster's A Passage to India, Wyndham Lewis's The Apes of God, Robert Musil's The Man Without Qualities and John Dos Passos's U.S.A. trilogy.[38][114][115][116][117] He also outlines the influence on his own early fiction of literary works by Ernest Hemingway, Henry Miller, Saul Bellow, Herbert Gold, Philip Roth, Norman Mailer, John Buchan and Graham Greene, and non-fiction works by Helen Waddell, Norbert Wiener and Isaac Asimov.[14]

Pynchon's work has been cited as an influence and inspiration by many writers, among them Elfriede Jelinek (who translated Gravity's Rainbow into German), David Foster Wallace, William T. Vollmann, Richard Powers, Steve Erickson, David Mitchell, Neal Stephenson, Dave Eggers, William Gibson, T. C. Boyle, Salman Rushdie, Alan Moore, and Tommaso Pincio (whose pseudonym is an Italian rendering of Pynchon's name).[118]

Thanks to his influence on Gibson and Stephenson in particular, Pynchon became one of the progenitors of cyberpunk fiction; a 1987 essay in Spin magazine by Timothy Leary explicitly named Gravity's Rainbow as the "Old Testament" of cyberpunk, with Gibson's Neuromancer and its sequels as the "New Testament". Though the term "cyberpunk" did not become prevalent until the early 1980s, since Leary's article many readers have retroactively included Gravity's Rainbow in the genre, along with other works—Samuel R. Delany's Dhalgren and many works of Philip K. Dick—which seem, in hindsight, to anticipate cyberpunk styles and themes. The encyclopedic nature of Pynchon's novels also led to some attempts to link his work with the hypertext fiction movement of the 1990s.[119] Ian Rankin, author of the Inspector Rebus mystery novels, called encountering Pynchon in college "a revelation": "Pynchon seemed to fit the model I was learning of literature as an extended code or grail quest. Moreover, he was like a drug: as you worked out one layer of meaning, you quickly wanted to move to the next. He wrote action novels about spies and soldiers which also happened to be detective stories and bawdy romps. His books were picaresquely post-modern and his humour was Marxian (tendance: Groucho). On page six of The Crying of Lot 49, the name Quackenbush appears, and you know you are in safely comedic hands."[120]

The main-belt asteroid 152319 is named after Pynchon.[121]

After the publication and success of Gravity's Rainbow, interest mounted in finding out more about the identity of the author. At the 1974 National Book Awards ceremony, the president of Viking Press, Tom Guinzberg, arranged for double-talking comedian "Professor" Irwin Corey to accept the prize on Pynchon's behalf.[26] Many of the assembled guests had no idea who Corey was and had never seen the author, so they assumed it was Pynchon himself on the stage delivering Corey's trademark torrent of rambling, pseudo-scholarly verbiage.[123] Toward the end of Corey's address a streaker ran through the hall, adding further to the confusion.

An article by John Batchelor published in the SoHo Weekly News in 1977 claimed that Pynchon was in fact J. D. Salinger.[124] Pynchon's written response to this theory said that “some of it was true, but none of the interesting parts. Not bad. Keep trying.”[116][125]

Thereafter, the first piece to provide substantial information about Pynchon's personal life was a biographical account written by a former Cornell University friend, Jules Siegel, and published in Playboy magazine. In his article, Siegel reveals that Pynchon had a complex about his teeth and underwent extensive and painful reconstructive surgery, was nicknamed "Tom" at Cornell and attended Mass diligently, acted as best man at Siegel's wedding, and that he later also had an affair with Siegel's wife. Siegel recalls Pynchon saying he did attend some of Vladimir Nabokov's lectures at Cornell but that he could hardly make out what Nabokov was saying because of his thick Russian accent. Siegel also records Pynchon's commenting: "Every weirdo in the world is on my wavelength", an observation borne out by the crankiness and zealotry that has attached itself to his name and work in subsequent years.[126]

Pynchon does not like to talk with reporters, and refuses the spectacle of celebrity and public appearances. Some readers and critics have suggested that there were and are perhaps aesthetic (and ideological) motivations behind his choice to remain aloof from public life. For example, the protagonist in Janette Turner Hospital's short story "For Mr. Voss or Occupant" (published in 1991), explains to her daughter that she is writing

a study of authors who become reclusive. Patrick White, Emily Dickinson, J. D. Salinger, Thomas Pynchon. The way they create solitary characters and personae and then disappear into their fictions.[111]

More recently, book critic Arthur Salm has written that

the man simply chooses not to be a public figure, an attitude that resonates on a frequency so out of phase with that of the prevailing culture that if Pynchon and Paris Hilton were ever to meet—the circumstances, I admit, are beyond imagining—the resulting matter/antimatter explosion would vaporize everything from here to Tau Ceti IV.[127]

Pynchon has published a number of articles and reviews in the mainstream American media, including words of support for Salman Rushdie and his then-wife, Marianne Wiggins, after the fatwa was pronounced against Rushdie by the Iranian leader, Ayatollah Ruhollah Khomeini.[128] In the following year, Rushdie's enthusiastic review of Pynchon's Vineland prompted Pynchon to send him another message hinting that if Rushdie were ever in New York, the two should arrange a meeting. Eventually, the two did have dinner together. Rushdie later commented: "He was extremely Pynchon-esque. He was the Pynchon I wanted him to be".[129]

In 1990, Pynchon married his literary agent, Melanie Jackson—a great-granddaughter of Theodore Roosevelt and a granddaughter of Robert H. Jackson, U.S. Supreme Court Justice and Nuremberg trials prosecutor—and fathered a son, Jackson, in 1991.[130] The disclosure of Pynchon's 1990s location in New York City, after many years in which he was believed to be dividing his time between Mexico and northern California, led some journalists and photographers to try to track him down. Shortly before the publication of Mason & Dixon in 1997, a CNN camera crew filmed him in Manhattan. Angered by this invasion of his privacy, he called CNN asking that he not be identified in the footage of the street scenes near his home. When asked by CNN, Pynchon rejected their characterization of him as a recluse, remarking "My belief is that 'recluse' is a code word generated by journalists ... meaning, 'doesn't like to talk to reporters'." CNN also quoted him as saying, "Let me be unambiguous. I prefer not to be photographed."[131] The next year, a reporter for the Sunday Times managed to snap a photo of him as he was walking with his son.[132]

After several references to Pynchon's work and reputation were made on NBC's The John Larroquette Show, Pynchon (through his agent) reportedly contacted the series' producers to offer suggestions and corrections. When a local Pynchon sighting became a major plot point in a 1994 episode of the series, Pynchon was sent the script for his approval; as well as providing the title of a fictitious work to be used in one episode ("Pandemonium of the Sun"), the novelist apparently vetoed a final scene that called for an extra playing him to be filmed from behind, walking away from the shot.[131][133] Pynchon also insisted that it should be specifically mentioned in the episode that Pynchon was seen wearing a Roky Erickson T-shirt.[134] According to the Los Angeles Times, this spurred an increase in sales of Erickson's albums.[135] Also during the 1990s, Pynchon befriended members of the band Lotion and contributed liner notes for the band's 1995 album Nobody's Cool. Although the band initially claimed that he had seen them in concert and become a groupie, in 2009 they revealed to The New Yorker that they met him through his accountant, who was drummer Rob Youngberg's mother; she gave him an advance copy of the album and he agreed to write the liner notes, only later seeing them in concert.[136] The novelist then conducted an interview with the band ("Lunch with Lotion") for Esquire in June 1996 in the lead-up to the publication of Mason & Dixon. More recently, Pynchon provided faxed answers to questions submitted by author David Hajdu and permitted excerpts from his personal correspondence to be quoted in Hajdu's 2001 book, Positively 4th Street: The Lives and Times of Joan Baez, Bob Dylan, Mimi Baez Fariña and Richard Fariña.[137]

Pynchon's insistence on maintaining his personal privacy and on having his work speak for itself has resulted in a number of outlandish rumors and hoaxes over the years. Indeed, claims that Pynchon was the Unabomber or a sympathizer with the Waco Branch Davidians after the 1993 siege were upstaged in the mid-1990s by the invention of an elaborate rumor insinuating that Pynchon and one "Wanda Tinasky" were the same person.[138] A collection of the Tinasky letters was eventually published as a paperback book in 1996; however, Pynchon himself denied having written the letters, and no direct attribution of the letters to Pynchon was ever made. "Literary detective" Donald Foster subsequently showed that the Letters were in fact written by an obscure Beat writer, Tom Hawkins, who had murdered his wife and then committed suicide in 1988. Foster's evidence was conclusive, including finding the typewriter on which the "Tinasky" letters had been written.[139]

In 1998, over 120 letters that Pynchon had written to his longtime agent, Candida Donadio, were donated by the family of a private collector, Carter Burden, to the Pierpont Morgan Library in New York City. The letters ranged from 1963 to 1982, thus covering some of the author's most creative and prolific years. Although the Morgan Library originally intended to allow scholars to view the letters, at Pynchon's request the Burden family and Morgan Library agreed to seal these letters until after Pynchon's death.[31]

Pynchon depicted in The Simpsons episode "Diatribe of a Mad Housewife". His Simpsons appearances are some of the few occasions that Pynchon's voice has been broadcast in the media.

Responding to the image which has been manufactured in the media over the years, Pynchon made two cameo animated appearances on the television series The Simpsons in 2004. The first occurs in the episode "Diatribe of a Mad Housewife", in which Marge Simpson becomes a novelist. He plays himself, with a paper bag over his head, and provides a blurb for the back cover of Marge's book, speaking in a broad Long Island accent: "Here's your quote: Thomas Pynchon loved this book, almost as much as he loves cameras!" He then starts yelling at passing cars: "Hey, over here, have your picture taken with a reclusive author! Today only, we'll throw in a free autograph! But, wait! There's more!"[140][141] In his second appearance, in "All's Fair in Oven War", Pynchon's dialogue consists entirely of puns on his novel titles ("These wings are V-licious! I'll put this recipe in The Gravity's Rainbow Cookbook, right next to 'The Frying of Latke 49'."). The cartoon representation of Pynchon reappears in a third, non-speaking cameo, as a guest at the fictional WordLoaf convention depicted in the 18th season episode "Moe'N'a Lisa". The episode first aired on November 19, 2006, the Sunday before Pynchon's sixth novel, Against the Day, was released. According to Al Jean on the 15th season DVD episode commentary, Pynchon wanted to do the series because his son was a big fan.

During pre-production of "All's Fair in Oven War", Pynchon faxed one page from the script to producer Matt Selman with several handwritten edits to his lines. Of particular emphasis was Pynchon's outright refusal to utter the line "No wonder Homer is such a fat-ass." Pynchon's objection apparently had nothing to do with the salty language as he explained in a footnote to the edit, "... Homer is my role model and I can't speak ill of him."[142][143]

In celebration of the centenary of George Orwell's birth, Pynchon wrote a new foreword to Orwell's Nineteen Eighty-Four. The introduction presents a brief biography of Orwell as well as a reflection on some of the critical responses to Nineteen Eighty-Four. Pynchon also offers his own reflection in the introduction that "what is perhaps [most] important, indeed necessary, to a working prophet, is to be able to see deeper than most of us into the human soul."[144]

In July 2006, Amazon.com created a page showing an upcoming 992-page, untitled, Thomas Pynchon novel. A description of the soon-to-be published novel appeared on Amazon purporting to be written by Pynchon himself. The description was taken down, prompting speculation over its authenticity, but the blurb was soon back up along with the title of Pynchon's new novel Against the Day.

Shortly before Against the Day was published, Pynchon's prose appeared in the program for "The Daily Show: Ten Fu@#ing Years (The Concert)", a retrospective on Jon Stewart's comedy-news broadcast The Daily Show.[145]

On December 6, 2006, Pynchon joined a campaign by many other major authors to clear Ian McEwan of plagiarism charges by sending a typewritten letter to his British publisher, which was published in the Daily Telegraph newspaper.[146]

Pynchon's 2009 YouTube promotional teaser for the novel Inherent Vice[147] is the second time a recording of his voice has been released to mainstream outlets (the first being his appearances on The Simpsons).[74]

In 2012, Pynchon's novels were released in e-book format, ending a long holdout by the author. Publisher Penguin Press reported that the novels' length and complex page layouts made it a challenge to convert them to a digital format. Though they had produced a promotional video for the June release, Penguin had no expectation Pynchon's public profile would change in any fashion.[148]

In 2013, his son, Jackson Pynchon, graduated from Columbia University, where he was affiliated with St. Anthony Hall.[149][150]

In September 2014, Josh Brolin told The New York Times that Pynchon had made a cameo in the Inherent Vice film adaptation. This led to a sizable online hunt for the author's appearance, eventually targeting actor Charley Morgan, whose small role as a doctor led many to believe he was Pynchon. Morgan, son of M*A*S*H's Harry Morgan, claimed that Paul Thomas Anderson, whom he described as a friend, had told him that such a cameo did not exist. Despite this, nothing has been directly confirmed by Anderson or Warner Bros. Pictures.[151][152]

On November 6, 2018, Pynchon was photographed near his apartment in New York's Upper West Side district when he went to vote with his son. The photo was published by the National Enquirer and was said to be the first photo of him "in decades".[153]

In December 2022, the Huntington Library announced that it had acquired the literary archive, including typescripts and drafts of each of Pynchon's novels, handwritten notes, correspondence with publishers, and research.[154]