Bob Dylan

• Name — Bob Dylan • Birth Name — Robert Allen Zimmerman • Other Names — * Shabtai Zisel ben Avraham (Hebrew name) • Elston Gunnn • Blind Boy Grunt • Bob Landy • Robert Milkwood Thomas • Tedham Porterhouse • Lucky Wilbury • Boo Wilbury • Jack Frost • Sergei Petrov • Zimmy • Born — 24 May 1941 • Birthplace — Duluth, Minnesota, U.S. • Years Active — 1957–present • Occupation — * Singer–songwriter • painter • writer • Children — 6, including Jesse and Jakob • Awards — * 2016 Nobel Prize in Literature • (for others, see list)

• Illustration — The Bob Dylan Childhood Home in Hibbing, Minnesota Bob Dylan was born Robert Allen Zimmerman (his Hebrew name being Shabtai Zisl ben Avraham) on May 24, 1941, at St. Mary's Hospital, in Duluth, Minnesota. Dylan's paternal grandparents, Anna Kirghiz and Zigman Zimmerman, emigrated from Odessa in the Russian Empire (now Ukraine) to the United States after the 1905 pogroms against Jews. His maternal grandparents, Florence and Ben Stone, were Lithuanian Jews who had arrived in the US in 1902. Dylan wrote that his paternal grandmother's family was originally from the Kağızman District of Kars Province, northeastern Turkey. Dylan's father Abram Zimmerman and his mother Beatrice "Beatty" Stone were part of a small, close-knit Jewish community. They lived in Duluth until Dylan was six, when his father contracted polio and the family returned to his mother's hometown of Hibbing, where they lived for the rest of Dylan's childhood, and his father and paternal uncles ran a furniture and appliance store. As a teenager, Dylan heard rock and roll on radio stations broadcasting from Shreveport and Little Rock. Dylan formed several bands while attending Hibbing High School: the Golden Chords performed covers of songs by Little Richard and Elvis Presley. Their performance of Danny & the Juniors' "Rock and Roll Is Here to Stay" at their high school talent show was so loud that the principal cut the microphone. On January 31, 1959, 17-year-old Dylan saw Buddy Holly perform at the Duluth Armory, four days before Holly's fatal plane crash. Dylan was electrified, and in his Nobel Prize lecture, he explained: "Buddy wrote songs – songs that had beautiful melodies and imaginative verses. And he sang great – sang in more than a few voices. He was the archetype. Everything I wasn't and wanted to be." In 1959, Dylan's high school yearbook carried the caption "Robert Zimmerman: to join 'Little Richard. That year, as Elston Gunnn, he performed twice with Bobby Vee, playing piano and clapping. In September 1959, Dylan enrolled at the University of Minnesota. and began to perform at the Ten O'Clock Scholar, a coffeehouse near campus, becoming part of the Dinkytown folk music circuit. His focus on rock and roll gave way to American folk music, as he explained in a 1985 interview: During this period, he began to introduce himself as "Bob Dylan". In a 2004 interview, he said, "You're born, you know, the wrong names, wrong parents. I mean, that happens. You call yourself what you want to call yourself. This is the land of the free."

• Illustration — Bob Dylan, 1963 promo photo by Don Hunstein for The Times They Are a-Changin in a recording studio Dylan dropped out of college in May 1960 at the end of his first year. In January 1961, he traveled to New York City to perform and to visit his musical idol Woody Guthrie at Greystone Park Psychiatric Hospital in New Jersey. Guthrie had been a revelation to Dylan and influenced his early performances. "The songs themselves had the infinite sweep of humanity in them," Dylan wrote in Chronicles: Volume One, his 2004 memoir. Guthrie "was the true voice of the American spirit. I said to myself I was going to be Guthrie's greatest disciple." He wrote that his early songwriting was also shaped by Robert Johnson's blues and what he called the "architectural forms" of Hank Williams's country songs. From February 1961, Dylan played at clubs around Greenwich Village, befriending and picking up material from folk singers, including Dave Van Ronk, Fred Neil, Odetta, the New Lost City Ramblers and the Irish musicians the Clancy Brothers and Tommy Makem. In September, the New York Times critic Robert Shelton boosted Dylan's career with an enthusiastic review of his performance at Gerde's Folk City: "Bob Dylan: A Distinctive Folk-Song Stylist". That month, Dylan played harmonica on folk singer Carolyn Hester's third album, bringing him to the attention of the album's producer John Hammond, who signed Dylan to Columbia Records. Dylan's debut album, Bob Dylan, released March 19, 1962, consisted of traditional folk, blues and gospel material with just two original compositions, "Talkin' New York" and "Song to Woody". The album sold 5,000 copies in its first year, just breaking even. • Illustration — Joan Baez and Dylan during the civil rights "March on Washington for Jobs and Freedom", August 28, 1963 On August 9, 1962, Dylan legally changed his name to Robert Dylan in the St. Louis County Court, Hibbing. His father, Abraham Zimmerman, was the witness. That month, Dylan signed a management contract with Albert Grossman. Grossman remained Dylan's manager until 1970, and was known for his sometimes confrontational personality and protective loyalty. Dylan said, "He was kind of like a Colonel Tom Parker figure... you could smell him coming." Tension between Grossman and John Hammond led to Hammond's suggesting that Dylan work with the jazz producer Tom Wilson, who produced several tracks for Dylan's second album without receiving formal credit. Wilson also produced Dylan's next three albums. Dylan made his first visit to the United Kingdom from December 1962 to January 1963. He had been invited by the television director Philip Saville to appear in the film Madhouse on Castle Street, which Saville was directing for BBC Television. At the end of the play, Dylan performed "Blowin' in the Wind", one of its first public performances. While in London, Dylan performed at several folk clubs, including the Troubadour, Les Cousins, and Bunjies. He also learned material from UK performers, including Martin Carthy. The release of his second album, The Freewheelin' Bob Dylan, in May 1963, established Dylan as a significant singer-songwriter. Many of the songs were protest songs, inspired by Guthrie and influenced by Pete Seeger's passion for topical songs. "Oxford Town" was an account of James Meredith's ordeal as the first Black student at the University of Mississippi. The album's first song, "Blowin' in the Wind", partly derived its melody from the traditional slave song "No More Auction Block", while its lyrics wondered whether war and injustice would ever end. The song was widely recorded by other artists and became a hit for Peter, Paul, and Mary. "A Hard Rain's a-Gonna Fall" was based on the folk ballad "Lord Randall". With its apocalyptic premonitions, the song gained resonance when the Cuban Missile Crisis occurred a month after Dylan began performing it. Both songs marked a new direction in songwriting, blending a stream-of-consciousness, imagist lyrical attack with traditional folk form. Dylan's topical songs led to his being viewed as more than just a songwriter. Janet Maslin wrote of Freewheelin: These were the songs that established [Dylan] as the voice of his generation —someone who implicitly understood how concerned young Americans felt about nuclear disarmament and the growing civil rights movement: his mixture of moral authority and nonconformity was perhaps the most timely of his attributes. Freewheelin also included love songs and surreal talking blues. Humor was an important part of Dylan's persona, and the range of material on the album impressed listeners, including the Beatles. George Harrison said: "We just played it, just wore it out. The content of the song lyrics and just the attitude—it was incredibly original and wonderful." The rough edge of Dylan's singing unsettled some, but attracted others. Joyce Carol Oates wrote: "When we first heard this raw, very young, and seemingly untrained voice, frankly nasal, as if sandpaper could sing, the effect was dramatic and electrifying." Many early Dylan songs reached the public through more palatable versions by other performers, such as Joan Baez, who became Dylan's advocate and lover. Baez was influential in bringing Dylan to prominence by recording several of his early songs and inviting him on stage during her concerts.

In May 1963, Dylan's political profile rose when he walked out of The Ed Sullivan Show. During rehearsals, Dylan had been told by CBS television's head of program practices that "Talkin' John Birch Paranoid Blues" was potentially libelous to the John Birch Society. Rather than comply with censorship, Dylan refused to appear. Dylan and Baez were prominent in the civil rights movement, singing together at the March on Washington on August 28, 1963. Dylan performed "Only a Pawn in Their Game" and "When the Ship Comes In". Dylan's third album, The Times They Are a-Changin', reflected a more politicized Dylan. The songs often took as their subject matter contemporary stories, with "Only a Pawn in Their Game" addressing the murder of civil rights worker Medgar Evers, and the Brechtian "The Lonesome Death of Hattie Carroll" the death of Black hotel barmaid Hattie Carroll at the hands of young White socialite William Zantzinger. "Ballad of Hollis Brown" and "North Country Blues" addressed despair engendered by the breakdown of farming and mining communities. The final track on the album expressed Dylan's angry response to a hostile profile published in Newsweek. As biographer Clinton Heylin puts it, the profile wrote about "the way the Bar Mitzvah boy from Hibbing, Minnesota, had reinvented himself as the prince of protest", emphasising his birth name, his attendance at the University of Minnesota, and his close relationship with his parents from whom he claimed to be estranged. The day after the article appeared, Dylan returned to the studio to record "Restless Farewell" which ends with his vow to "make my stand/ And remain as I am/ And bid farewell and not give a damn". • Illustration — Bob Dylan performing in 1963 By the end of 1963, Dylan felt manipulated and constrained by the folk and protest movements. Accepting the "Tom Paine Award" from the Emergency Civil Liberties Committee three weeks after the assassination of John F. Kennedy, an intoxicated Dylan questioned the role of the committee, characterized the members as old and balding, and claimed to see something of himself and of every man in Kennedy's assassin, Lee Harvey Oswald. Johnny Cash supported Dylan in his refusal to conform when he wrote a letter to Broadside in March 1964, expressing admiration for Dylan's writing and ending with the injunction: "Shut up! And let him sing!" When Cash died in 2003, Dylan remembered: "Johnny wrote the magazine saying to shut up and let me sing, that I knew what I was doing. This was before I had ever met him, and the letter meant the world to me." Cash and Dylan met for the first time at the Newport Folk Festival in July 1964 and became friends. Another Side of Bob Dylan, recorded in a single evening on June 9, 1964, had a lighter mood. The humorous Dylan reemerged on "I Shall Be Free No. 10" and "Motorpsycho Nightmare". "Spanish Harlem Incident" and "To Ramona" are passionate love songs, while "Black Crow Blues" and "I Don't Believe You (She Acts Like We Never Have Met)" suggest the rock and roll soon to dominate Dylan's music. "It Ain't Me Babe", on the surface a song about spurned love, has been described as a rejection of the role of political spokesman thrust upon him. His new direction was signaled by two lengthy songs: the impressionistic "Chimes of Freedom", which sets social commentary against a metaphorical landscape in a style characterized by Allen Ginsberg as "chains of flashing images," and "My Back Pages", which attacks the simplistic seriousness of his own earlier topical songs and seems to predict the backlash he was about to encounter from his former champions. In late 1964 and early 1965, Dylan moved from folk songwriter to folk-rock pop-music star. His jeans and work shirts were replaced by a Carnaby Street wardrobe, sunglasses day and night, and pointed "Beatle boots". A London reporter noted "Hair that would set the teeth of a comb on edge. A loud shirt that would dim the neon lights of Leicester Square. He looks like an undernourished cockatoo." Dylan began to spar with interviewers. While on Les Crane's television show, asked about a movie he planned, he told Crane it would be a "cowboy horror movie". Asked if he played the cowboy, Dylan replied, "No, I play my mother."

• Illustration — Dylan in 1965 Dylan's March 1965 album, Bringing It All Back Home featured his first recordings with electric instruments, under producer Tom Wilson's guidance. The first single, "Subterranean Homesick Blues", owed much to Chuck Berry's "Too Much Monkey Business", its free-association lyrics described as harking back to the energy of beat poetry and as a forerunner of rap and hip-hop. The album's second side contained four long songs on which Dylan accompanied himself on acoustic guitar and harmonica. "Mr. Tambourine Man" became one of his best-known songs when The Byrds recorded an electric version that reached number one in the US and UK. The album's final two songs, "It's All Over Now, Baby Blue" and "It's Alright, Ma (I'm Only Bleeding)", are among Dylan's most important compositions. In May 1965, Dylan played an eight-concert tour in England which would be memorialized in Dont Look Back, D. A. Pennebaker's 1967 cinéma vérité presentation. The movie opens with an early music video for "Subterranean Homesick Blues" in which Dylan, instead of lipsynching the lyrics, dropped cue cards containing key words to the ground. Pennebaker said the sequence was Dylan's idea; it has been imitated in music videos and advertisements. On July 25, 1965, headlining the Newport Folk Festival, Dylan performed his first electric set since high school with a pickup group featuring Mike Bloomfield on guitar and Al Kooper on organ. Dylan had appeared at Newport in 1963 and 1964, but in 1965 he was met with cheering and booing and left the stage after three songs. One version has it that the boos were from folk fans whom Dylan had alienated by appearing, unexpectedly, with an electric guitar. Murray Lerner, who filmed the performance, said: "I absolutely think that they were booing Dylan going electric." Others claim audience members were upset by poor sound and a short set. Dylan's performance provoked a hostile response from the folk music establishment. In the September issue of Sing Out!, Ewan MacColl wrote: "Our traditional songs and ballads are the creations of extraordinarily talented artists working inside disciplines formulated over time.... 'But what of Bobby Dylan?' scream the outraged teenagers.... Only a completely non-critical audience, nourished on the watery pap of pop music, could have fallen for such tenth-rate drivel". On July 29, four days after Newport, Dylan was back in the studio in New York, recording "Positively 4th Street". The lyrics contained images of vengeance and paranoia, and have been interpreted as Dylan's put-down of former friends from the folk community he had known in clubs along West 4th Street. Highway 61 Revisited and Blonde on Blonde • Illustration — The album cover of Highway 61 Revisited, an iconic image of Dylan In July 1965, Dylan's six-minute single "Like a Rolling Stone" peaked at number two in the US chart. In 2004 and in 2011, Rolling Stone listed it as number one on "The 500 Greatest Songs of All Time". Bruce Springsteen recalled first hearing the song: "that snare shot sounded like somebody'd kicked open the door to your mind." The song opened Dylan's next album, Highway 61 Revisited, named after the road that led from Dylan's Minnesota to the musical hotbed of New Orleans. The songs were in the same vein as the hit single, flavored by Mike Bloomfield's blues guitar and Al Kooper's organ riffs. "Desolation Row", backed by acoustic guitar and understated bass, offers the sole exception, with Dylan alluding to figures in Western culture in a song described by Andy Gill as "an 11-minute epic of entropy, which takes the form of a Fellini-esque parade of grotesques and oddities featuring a huge cast of celebrated characters". • Illustration — The cinéma vérité documentary Dont Look Back (1967) follows Dylan on his 1965 tour of England. An early music video for "Subterranean Homesick Blues" was used as the film's opening segment. From September 24, 1965, in Austin, Texas, Dylan toured the US and Canada for six months, backed by the five musicians from the Hawks who became known as the Band. While Dylan and the Hawks met increasingly receptive audiences, their studio efforts floundered. Producer Bob Johnston persuaded Dylan to record in Nashville in February 1966, and surrounded him with top-notch session men. At Dylan's insistence, Robertson and Kooper came from New York City to play on the sessions. The Nashville sessions produced the double album Blonde on Blonde (1966), featuring what Dylan called "that thin wild mercury sound". Kooper described it as "taking two cultures and smashing them together with a huge explosion": the musical worlds of Nashville and of the "quintessential New York hipster" Bob Dylan. On November 22, 1965, Dylan quietly married 25-year-old former model Sara Lownds. During a break from his tour in early 1966, Dylan's friend Barbara Rubin arranged for him to sit for one of Andy Warhol's Screen Tests. On this occasion, Dylan made off with a Double Elvis painting from Warhol. Dylan toured Australia and Europe in April and May 1966. Each show was split in two. Dylan performed solo during the first half, accompanying himself on acoustic guitar and harmonica. In the second, backed by the Hawks, he played electrically amplified music. This contrast provoked many fans, who jeered and slow clapped. The tour culminated in a raucous confrontation between Dylan and his audience at the Manchester Free Trade Hall in England on May 17, 1966. A recording of this concert was released in 1998: The Bootleg Series Vol. 4: Bob Dylan Live 1966. At the climax of the evening, a member of the audience, angered by Dylan's electric backing, shouted: "Judas!" to which Dylan responded, "I don't believe you... You're a liar!" Dylan turned to his band and said, "Play it fucking loud!" Dylan was described as exhausted and behaving as if "he was on some kind of death trip" during his 1966 tour. D. A. Pennebaker, the filmmaker accompanying the tour, described Dylan as "taking a lot of amphetamine and who-knows-what-else". In a 1969 interview with Jann Wenner, Dylan said, "I was on the road for almost five years. It wore me down. I was on drugs, a lot of things... just to keep going, you know?" On July 29, 1966, Dylan crashed his motorcycle, a Triumph Tiger 100, near his home in Woodstock, New York. Dylan said he broke several vertebrae in his neck. The accident remains mysterious since no ambulance was called to the scene and Dylan was not hospitalized. Dylan's biographers have written that the crash offered him the chance to escape the pressures around him. Dylan concurred: "I had been in a motorcycle accident and I'd been hurt, but I recovered. Truth was that I wanted to get out of the rat race." He made very few public appearances, and did not tour again for almost eight years. Secluded from public gaze, Dylan recorded over 100 songs during 1967 at his Woodstock home and in the basement of the Hawks' nearby house, "Big Pink". These songs were initially offered as demos for other artists to record and were hits for Julie Driscoll, the Byrds, and Manfred Mann. The public heard these recordings when Great White Wonder, the first "bootleg recording", appeared in West Coast shops in July 1969, containing Dylan material recorded in Minneapolis in 1961 and seven Basement Tapes songs. This record gave birth to a minor industry in the illicit release of recordings by Dylan and other major rock artists. Columbia released a Basement selection in 1975 as The Basement Tapes. In late 1967, Dylan returned to the studio in Nashville, accompanied by acoustic musicians on bass, drums and steel guitar. The result was John Wesley Harding, a record of short songs thematically drawing on the American West and the Bible. The sparse structure and instrumentation, with lyrics that took the Judeo-Christian tradition seriously, was a departure from Dylan's previous work. It included "All Along the Watchtower", famously covered by Jimi Hendrix. Woody Guthrie died in October 1967, and Dylan made his first live appearance in twenty months at a memorial concert held at Carnegie Hall on January 20, 1968, where he was backed by the Band. Nashville Skyline (1969), featured Nashville musicians, a mellow-voiced Dylan, a duet with Johnny Cash and the single "Lay Lady Lay". Variety wrote, "Dylan is definitely doing something that can be called singing. Somehow he has managed to add an octave to his range." The album influenced the nascent genre of country rock. In August 1969, Dylan traveled to England to top the bill at the Isle of Wight Festival, after rejecting overtures to appear at the Woodstock Festival closer to his home.

In the early 1970s, critics charged that Dylan's output was varied and unpredictable. Greil Marcus asked "What is this shit?" upon first hearing Self Portrait, released in June 1970. It was a double LP including few original songs and was poorly received. In October 1970, Dylan released New Morning which included "Day of the Locusts", his account of receiving an honorary degree from Princeton University on June 9, 1970. New Morning was widely considered a return to form. Tarantula, a freeform book of prose-poetry, had been written by Dylan during a creative burst in 1964–65. Dylan shelved his book for several years, apparently uncertain of its status, until he suddenly informed Macmillan at the end of 1970 that the time had come to publish it. The book attracted negative reviews but later critics have suggested its affinities with Finnegans Wake and A Season in Hell. Between March 16 and 19, 1971, Dylan recorded with Leon Russell at Blue Rock, a small studio in Greenwich Village. These sessions resulted in "Watching the River Flow" and a new recording of "When I Paint My Masterpiece". On November 4, 1971, Dylan recorded "George Jackson", which he released a week later. For many, the single was a surprising return to protest material, mourning the killing of Black Panther George Jackson in San Quentin State Prison. Dylan's surprise appearance at Harrison's Concert for Bangladesh on August 1, 1971, attracted media coverage as his live appearances had become rare. In 1972, Dylan joined Sam Peckinpah's film Pat Garrett and Billy the Kid, providing the soundtrack and playing "Alias", a member of Billy's gang. Despite the film's failure at the box office, "Knockin' on Heaven's Door" became one of Dylan's most covered songs. • Illustration — Bob Dylan and the Band commenced their 1974 tour in Chicago on January 3, 1974. Dylan began 1973 by signing with a new label, David Geffen's Asylum Records, when his contract with Columbia Records expired. His next album, Planet Waves, was recorded in the fall of 1973, using the Band as his backing group as they rehearsed for a major tour. The album included two versions of "Forever Young", which became one of his most popular songs. As one critic described it, the song projected "something hymnal and heartfelt that spoke of the father in Dylan", and Dylan said "I wrote it thinking about one of my boys and not wanting to be too sentimental". Columbia Records simultaneously released Dylan, a collection of studio outtakes, widely interpreted as a churlish response to Dylan's signing with a rival record label. In January 1974, Dylan, backed by the Band, embarked on a North American tour of 40 concerts—his first tour for seven years. A live double album, Before the Flood, was released on Asylum Records. Soon, according to Clive Davis, Columbia Records sent word they "will spare nothing to bring Dylan back into the fold". Dylan had second thoughts about Asylum, unhappy that Geffen had sold only 600,000 copies of Planet Waves despite millions of unfulfilled ticket requests for the 1974 tour; he returned to Columbia Records, which reissued his two Asylum albums. After the tour, Dylan and his wife became estranged. He filled three small notebooks with songs about relationships and ruptures, and recorded the album Blood on the Tracks in September 1974. Dylan delayed the album's release and re-recorded half the songs at Sound 80 Studios in Minneapolis with production assistance from his brother, David Zimmerman. Released in early 1975, Blood on the Tracks received mixed reviews. In NME, Nick Kent described the "accompaniments" as "often so trashy they sound like mere practice takes". In Rolling Stone, Jon Landau wrote that "the record has been made with typical shoddiness". Over the years critics came to see it as one of Dylan's masterpieces. In Salon, journalist Bill Wyman wrote: Blood on the Tracks is his only flawless album and his best produced; the songs, each of them, are constructed in disciplined fashion. It is his kindest album and most dismayed, and seems in hindsight to have achieved a sublime balance between the logorrhea-plagued excesses of his mid-1960s output and the self-consciously simple compositions of his post-accident years. • Illustration — Bob Dylan with Allen Ginsberg on the Rolling Thunder Revue in 1975 In the middle of 1975, Dylan championed boxer Rubin "Hurricane" Carter, imprisoned for triple murder, with his ballad "Hurricane" making the case for Carter's innocence. Despite its length—over eight minutes—the song was released as a single, peaking at 33 on the US Billboard chart, and performed at every 1975 date of Dylan's next tour, the Rolling Thunder Revue. Running through late 1975 and again through early 1976, the tour featured about one hundred performers and supporters from the Greenwich Village folk scene, among them Ramblin' Jack Elliott, T-Bone Burnett, Joni Mitchell, David Mansfield, Roger McGuinn, Mick Ronson, Ronee Blakely, Joan Baez and Scarlet Rivera, whom Dylan discovered walking down the street, her violin case on her back. The tour encompassed the January 1976 release of the album Desire. Many of Desires songs featuring a travelogue-like narrative style, influenced by Dylan's new collaborator, playwright Jacques Levy. The 1976 half of the tour was documented by a TV concert special, Hard Rain, and the LP Hard Rain. • Illustration — Dylan performing in the De Kuip Stadium, Rotterdam, June 23, 1978 The 1975 Rolling Thunder Revue also provided the backdrop to Dylan's film Renaldo and Clara, a sprawling narrative mixed with concert footage. Actor and playwright Sam Shepard accompanied the Revue to serve as screenwriter, but most of the film was improvised. Released in 1978, it received negative, sometimes scathing, reviews. Later in the year, a two-hour edit, dominated by the concert performances, was more widely released. In November 1976, Dylan appeared at the Band's farewell concert with Eric Clapton, Muddy Waters, Van Morrison, Neil Young and Joni Mitchell. Martin Scorsese's 1978 film of the concert, The Last Waltz, included most of Dylan's set. In 1978, Dylan embarked on a year-long world tour, performing 114 shows in Japan, the Far East, Europe and North America, to a total audience of two million. Dylan assembled an eight-piece band and three backing singers. When Dylan brought the tour to the US in September 1978, the press described the look and sound as a "Las Vegas Tour". The 1978 tour grossed more than $20 million, and Dylan told the Los Angeles Times that he had debts because "I had a couple of bad years. I put a lot of money into the movie, built a big house... and it costs a lot to get divorced in California." In April and May 1978, Dylan took the same band into Rundown Studios in Santa Monica, California, to record Street-Legal. Critic Michael Gray wrote Street-Legal was "after Blood On The Tracks, arguably Dylan's best record of the 1970s, a crucial album documenting a crucial period in Dylan's own life". However, it had poor sound and mixing (attributed to Dylan's studio practices), muddying the instrumental detail until a remastered CD release in 1999 restored some of the songs' strengths. In the late 1970s, Dylan converted to Evangelical Christianity, undertaking a three-month discipleship course run by the Association of Vineyard Churches. He released three albums of contemporary gospel music. Slow Train Coming (1979) featured Dire Straits guitarist Mark Knopfler and was produced by veteran R&B producer Jerry Wexler. Wexler said that Dylan had tried to evangelize him during the recording. He replied: "Bob, you're dealing with a 62-year-old Jewish atheist. Let's just make an album." Dylan won the Grammy Award for Best Male Rock Vocal Performance for the song "Gotta Serve Somebody". When touring in late 1979 and early 1980, Dylan delivered declarations of his faith from the stage, such as: Years ago they... said I was a prophet. I used to say, "No I'm not a prophet", they say "Yes you are, you're a prophet." I said, "No it's not me." They used to say "You sure are a prophet." They used to convince me I was a prophet. Now I come out and say Jesus Christ is the answer. They say, "Bob Dylan's no prophet." They just can't handle it. Dylan's Christianity was unpopular with some fans and musicians. John Lennon, shortly before his death, recorded "Serve Yourself" in response to "Gotta Serve Somebody". In 1981, Stephen Holden wrote in The New York Times that "neither age (he's now 40) nor his much-publicized conversion to born-again Christianity has altered his essentially iconoclastic temperament".

Dylan's second Christian album, Saved (1980), received mixed reviews, described by Michael Gray as "the nearest thing to a follow-up album Dylan has ever made, Slow Train Coming II and inferior". His third Christian album was Shot of Love (1981). The album featured his first secular compositions in more than two years, mixed with Christian songs. The lyrics of "Every Grain of Sand" recall William Blake's "Auguries of Innocence". Elvis Costello wrote that "Shot of Love may not be your favorite Bob Dylan record, but it might contain his best song: 'Every Grain of Sand'." • Illustration — Dylan in Toronto, April 18, 1980 Reception of Dylan's 1980s recordings varied. Gray criticized Dylan's 1980s albums for carelessness in the studio and for failing to release his best songs. Infidels (1983) employed Knopfler again as lead guitarist and also as producer; the sessions resulted in several songs that Dylan left off the album. Best regarded of these were "Blind Willie McTell", which was both a tribute to the eponymous blues musician and an evocation of African American history, "Foot of Pride" and "Lord Protect My Child". These three songs were later released on The Bootleg Series Volumes 1–3 (Rare & Unreleased) 1961–1991. Between July 1984 and March 1985, Dylan recorded Empire Burlesque. Arthur Baker, who had remixed hits for Bruce Springsteen and Cyndi Lauper, was asked to engineer and mix the album. Baker said he felt he was hired to make Dylan's album sound "a little bit more contemporary". In 1985 Dylan sang on USA for Africa's famine relief single "We Are the World". He also joined Artists United Against Apartheid, providing vocals for their single "Sun City". On July 13, 1985, he appeared at the Live Aid concert at JFK Stadium, Philadelphia. Backed by Keith Richards and Ronnie Wood, he performed a ragged version of "Ballad of Hollis Brown", a tale of rural poverty, and then said to the worldwide audience: "I hope that some of the money... maybe they can just take a little bit of it, maybe... one or two million, maybe... and use it to pay the mortgages on some of the farms and, the farmers here, owe to the banks". His remarks were widely criticized as inappropriate, but inspired Willie Nelson to organize a concert, Farm Aid, to benefit debt-ridden American farmers. In October 1985, Dylan released Biograph, a box set featuring 53 tracks, 18 of them previously unreleased. Stephen Thomas Erlewine wrote: "Historically, Biograph is significant not for what it did for Dylan's career, but for establishing the box set, complete with hits and rarities, as a viable part of rock history." Biograph also contained liner notes by Cameron Crowe in which Dylan discussed the origins of some of his songs. In April 1986, Dylan made a foray into rap when he added vocals to the opening verse of "Street Rock" on Kurtis Blow's album Kingdom Blow. Dylan's next studio album, Knocked Out Loaded (1986), contained three covers (by Junior Parker, Kris Kristofferson and the gospel hymn "Precious Memories"), plus three collaborations (with Tom Petty, Sam Shepard and Carole Bayer Sager), and two solo compositions by Dylan. A reviewer wrote: the record follows too many detours to be consistently compelling, and some of those detours wind down roads that are indisputably dead ends. By 1986, such uneven records weren't entirely unexpected by Dylan, but that didn't make them any less frustrating. It was the first Dylan album since his 1962 debut to fail to make the Top 50. Some critics have called the song Dylan co-wrote with Shepard, "Brownsville Girl", a masterpiece. In 1986 and 1987, Dylan toured with Tom Petty and the Heartbreakers, sharing vocals with Petty on several songs each night. Dylan also toured with the Grateful Dead in 1987, resulting in the live album Dylan & The Dead, which received negative reviews; Erlewine said it was "quite possibly the worst album by either Bob Dylan or the Grateful Dead". Dylan initiated what came to be called the Never Ending Tour on June 7, 1988, performing with a back-up band featuring guitarist G. E. Smith. In 1987, Dylan starred in Richard Marquand's movie Hearts of Fire, in which he played Billy Parker, a washed-up rock star turned chicken farmer whose teenage lover (Fiona) leaves him for a jaded English synth-pop sensation (Rupert Everett). Dylan also contributed two original songs to the soundtrack—"Night After Night", and "Had a Dream About You, Baby", as well as a cover of John Hiatt's "The Usual". The film was a critical and commercial flop. • Illustration — Dylan in Barcelona, Spain, 1984 When Dylan was inducted into the Rock and Roll Hall of Fame in January 1988, Bruce Springsteen declared: "Bob freed your mind the way Elvis freed your body. He showed us that just because music was innately physical did not mean that it was anti-intellectual". Down in the Groove (1988) sold even more poorly than Knocked Out Loaded. Gray wrote: "The very title undercuts any idea that inspired work may lie within. Here was a further devaluing of the notion of a new Bob Dylan album as something significant." The critical and commercial disappointment of that album was swiftly followed by the success of the Traveling Wilburys, a supergroup Dylan co-founded with George Harrison, Jeff Lynne, Roy Orbison and Tom Petty. In late 1988, their Traveling Wilburys Vol. 1 reached number three on the US albums chart, featuring songs described as Dylan's most accessible in years. Despite Orbison's death in December 1988, the remaining four recorded a second album in May 1990, Traveling Wilburys Vol. 3. Dylan finished the decade on a critical high note with Oh Mercy, produced by Daniel Lanois. Gray praised the album as "Attentively written, vocally distinctive, musically warm, and uncompromisingly professional, this cohesive whole is the nearest thing to a great Bob Dylan album in the 1980s." "Most of the Time", a lost-love composition, was prominently featured in the film High Fidelity (2000), while "What Was It You Wanted" has been interpreted both as a catechism and a wry comment on the expectations of critics and fans.

Dylan's 1990s began with Under the Red Sky (1990), an about-face from the serious Oh Mercy. It contained several apparently simple songs, including "Under the Red Sky" and "Wiggle Wiggle". The album was dedicated to "Gabby Goo Goo", a nickname for the daughter of Dylan and Carolyn Dennis, Desiree Gabrielle Dennis-Dylan, who was four. Musicians on the album included George Harrison, Slash, David Crosby, Bruce Hornsby, Stevie Ray Vaughan, and Elton John. The record received negative reviews and sold poorly. In 1990 and 1991 Dylan was described by his biographers as drinking heavily, impairing his performances on stage. In an interview with Rolling Stone, Dylan dismissed allegations that drinking was interfering with his music: "That's completely inaccurate. I can drink or not drink. I don't know why people would associate drinking with anything I do, really". Defilement and remorse were themes Dylan addressed when he received a Grammy Lifetime Achievement Award from Jack Nicholson in February 1991. The event coincided with the start of the Gulf War and Dylan played "Masters of War"; Rolling Stone called his performance "almost unintelligible". He made a short speech: "My daddy once said to me, he said, 'Son, it is possible for you to become so defiled in this world that your own mother and father will abandon you. If that happens, God will believe in your ability to mend your own ways. This was a paraphrase of 19th-century Orthodox Rabbi Samson Raphael Hirsch's commentary on Psalm 27. On October 16, 1992, the thirtieth anniversary of Dylan's debut album was celebrated with a concert at Madison Square Garden, christened "Bobfest" by Neil Young and featuring John Mellencamp, Stevie Wonder, Lou Reed, Eddie Vedder, Dylan and others. It was recorded as the live album The 30th Anniversary Concert Celebration. Over the next few years Dylan returned to his roots with two albums covering traditional folk and blues songs: Good as I Been to You (1992) and World Gone Wrong (1993), backed solely by his acoustic guitar. Many critics and fans noted the quiet beauty of the song "Lone Pilgrim", written by a 19th-century teacher. In August 1994, he played at Woodstock '94; Rolling Stone called his performance "triumphant". In November, Dylan recorded two live shows for MTV Unplugged. He said his wish to perform traditional songs was overruled by Sony executives who insisted on hits. The resulting album, MTV Unplugged, included "John Brown", an unreleased 1962 song about how enthusiasm for war ends in mutilation and disillusionment. • Illustration — Dylan performs during the 1996 Lida Festival in Stockholm With a collection of songs reportedly written while snowed in on his Minnesota ranch, Dylan booked recording time with Daniel Lanois at Miami's Criteria Studios in January 1997. The subsequent recording sessions were, by some accounts, fraught with musical tension. Before the album's release Dylan was hospitalized with life-threatening pericarditis, brought on by histoplasmosis. His scheduled European tour was canceled, but Dylan made a speedy recovery and left the hospital saying, "I really thought I'd be seeing Elvis soon". He was back on the road by mid-year, and performed before Pope John Paul II at the World Eucharistic Conference in Bologna, Italy. The Pope treated the audience of 200,000 to a homily based on Dylan's "Blowin' in the Wind". In September, Dylan released the new Lanois-produced album, Time Out of Mind. With its bitter assessments of love and morbid ruminations, Dylan's first collection of original songs in seven years was highly acclaimed. Alex Ross called it "a thrilling return to form". "Cold Irons Bound" won Dylan another Grammy For Best Male Rock Vocal Performance, and the album won him his first Grammy Award for Album of the Year. The album's first single, "Not Dark Yet", has been called one of Dylan's best songs and "Make You Feel My Love" was covered by Billy Joel, Garth Brooks, Adele and others. Elvis Costello said "I think it might be the best record he's made."

In 2001, Dylan won an Academy Award for Best Original Song for "Things Have Changed", written for the film Wonder Boys. "Love and Theft" was released on September 11, 2001. Recorded with his touring band, Dylan produced the album under the alias Jack Frost. Critics noted that Dylan was widening his musical palette to include rockabilly, Western swing, jazz and lounge music. The album won the Grammy Award for Best Contemporary Folk Album. Controversy ensued when The Wall Street Journal pointed out similarities between the album's lyrics and Junichi Saga's book Confessions of a Yakuza. Saga was not familiar with Dylan's work, but said he was flattered. Upon hearing the album, Saga said of Dylan: "His lines flow from one image to the next and don't always make sense. But they have a great atmosphere." In 2003, Dylan revisited the evangelical songs from his Christian period and participated in the project Gotta Serve Somebody: The Gospel Songs of Bob Dylan. That year, Dylan released Masked & Anonymous, which he co-wrote with director Larry Charles under the alias Sergei Petrov. Dylan starred as Jack Fate, alongside a cast that included Jeff Bridges, Penélope Cruz and John Goodman. The film polarized critics. In The New York Times, A. O. Scott called it as an "incoherent mess"; a few treated it as a serious work of art. In 2004, Dylan published the first part of his memoir, Chronicles: Volume One. Confounding expectations, Dylan devoted three chapters to his first year in New York City in 1961–1962, virtually ignoring the mid-1960s when his fame was at its height, while devoting chapters to the albums New Morning (1970) and Oh Mercy (1989). The book reached number two on The New York Times Hardcover Non-Fiction bestseller list in December 2004 and was nominated for a National Book Award. Critics noted that Chronicles contained many examples of pastiche and borrowing; sources included Time and the novels of Jack London. Biographer Clinton Heylin queried the veracity of Dylan's autobiography, noting "Not a single checkable story held water; not one anecdote couldn't be shot full of holes by any half-decent researcher." Martin Scorsese's Dylan documentary No Direction Home was broadcast on September 26–27, 2005, on BBC Two in the UK and as part of American Masters on PBS in the US. It covers the period from Dylan's arrival in New York in 1961 to his motorcycle crash in 1966, featuring interviews with Suze Rotolo, Liam Clancy, Joan Baez, Allen Ginsberg, Pete Seeger, Mavis Staples and Dylan himself. The film earned a Peabody Award and a Columbia-duPont Award. The accompanying soundtrack featured unreleased songs from Dylan's early years. Dylan's career as a radio presenter began on May 3, 2006, with his weekly program, Theme Time Radio Hour, on XM Satellite Radio. He played songs with a common theme, such as "Weather", "Weddings", "Dance" and "Dreams". Dylan's records ranged from Muddy Waters to Prince, L.L. Cool J to the Streets. Dylan's show was praised for the breadth of his musical selections and for his jokes, stories and eclectic references. In April 2009, Dylan broadcast the 100th show in his radio series; the theme was "Goodbye" and he signed off with Woody Guthrie's "So Long, It's Been Good to Know Yuh". • Illustration — Dylan at the Spectrum, 2007 Dylan released Modern Times in August 2006. Despite some coarsening of Dylan's voice (a critic for The Guardian characterized his singing on the album as "a catarrhal death rattle") most reviewers praised the album, and many described it as the final installment of a successful trilogy, encompassing Time Out of Mind and "Love and Theft". Modern Times entered the US charts at number one, making it Dylan's first album to reach that position since 1976's Desire. The New York Times published an article exploring similarities between some of Dylan's lyrics in Modern Times and the work of the Civil War poet Henry Timrod. Modern Times won the Grammy Award for Best Contemporary Folk Album and Dylan won Best Solo Rock Vocal Performance for "Someday Baby". Modern Times was named Album of the Year by Rolling Stone and Uncut. On the same day that Modern Times was released, the iTunes Music Store released Bob Dylan: The Collection, a digital box set containing all of his albums (773 tracks), along with 42 rare and unreleased tracks. • Illustration — Dylan performs at Air Canada Centre, Toronto, November 7, 2006 On October 1, 2007, Columbia Records released the triple CD retrospective Dylan, anthologizing his entire career under the Dylan 07 logo. The sophistication of the Dylan 07 marketing campaign was a reminder that Dylan's commercial profile had risen considerably since the 1990s. This became evident in 2004, when Dylan appeared in a TV advertisement for Victoria's Secret. In October 2007, he participated in a multi-media campaign for the 2008 Cadillac Escalade. In 2009 he gave the highest profile endorsement of his career to date, appearing with rapper will.i.am in a Pepsi ad that debuted during Super Bowl XLIII. The ad opened with Dylan singing the first verse of "Forever Young" followed by will.i.am doing a hip hop version of the song's final verse. The Bootleg Series Vol. 8 – Tell Tale Signs was released in October 2008, as both a two-CD set and a three-CD version with a 150-page hardcover book. The set contains live performances and outtakes from selected studio albums from Oh Mercy to Modern Times, as well as soundtrack contributions and collaborations with David Bromberg and Ralph Stanley. The pricing of the album—the two-CD set went on sale for $18.99 and the three-CD version for $129.99—led to complaints about "rip-off packaging". The release was widely acclaimed by critics. The abundance of alternative takes and unreleased material suggested to one reviewer that this volume of old outtakes "feels like a new Bob Dylan record, not only for the astonishing freshness of the material, but also for the incredible sound quality and organic feeling of everything here". Dylan released Together Through Life on April 28, 2009. In a conversation with music journalist Bill Flanagan, Dylan explained it originated when French director Olivier Dahan asked him to supply a song for his movie My Own Love Song. He initially intended to record a single track, "Life Is Hard", but "the record sort of took its own direction". Nine of the album's ten songs are credited as co-written by Dylan and Robert Hunter. The album received largely favorable reviews, although several critics described it as a minor addition to Dylan's canon. In its first week of release, the album reached number one on the Billboard 200 chart in the US, making Dylan, at 67 years of age, the oldest artist to ever debut at number one on that chart. Dylan's Christmas in the Heart was released in October 2009, comprising such Christmas standards as "Little Drummer Boy", "Winter Wonderland" and "Here Comes Santa Claus". Edna Gundersen wrote that Dylan was "revisiting yuletide styles popularized by Nat King Cole, Mel Tormé, and the Ray Conniff Singers". Dylan's royalties from the album were donated to the charities Feeding America in the US, Crisis in the UK, and the World Food Programme. The album received generally favorable reviews. In an interview published in The Big Issue, Flanagan asked Dylan why he had performed the songs in a straightforward style, and he replied: "There wasn't any other way to play it. These songs are part of my life, just like folk songs. You have to play them straight too."

On March 26, 2020, coinciding with the Covid-19 pandemic, Dylan released "Murder Most Foul", a seventeen-minute song revolving around the Kennedy assassination, on his YouTube channel. Billboard reported on April 8 that "Murder Most Foul" had topped the Rock Digital Song Sales Chart, the first time that Dylan had scored a number one song on a pop chart under his own name. Three weeks later, on April 17, 2020, Dylan released another new song, "I Contain Multitudes". The title is from Walt Whitman's poem "Song of Myself". On May 7, Dylan released a third single, "False Prophet", accompanied by the news that the three songs would all appear on a forthcoming double album. Rough and Rowdy Ways, Dylan's 39th studio album and his first album of original material since 2012, was released on June 19 to favorable reviews. Alexis Petridis wrote: "For all its bleakness, Rough and Rowdy Ways might well be Bob Dylan's most consistently brilliant set of songs in years: the die-hards can spend months unravelling the knottier lyrics, but you don't need a PhD in Dylanology to appreciate its singular quality and power." Rob Sheffield wrote: "While the world keeps trying to celebrate him as an institution, pin him down, cast him in the Nobel Prize canon, embalm his past, this drifter always keeps on making his next escape. On Rough and Rowdy Ways, Dylan is exploring terrain nobody else has reached before—yet he just keeps pushing on into the future". The album earned a score of 95 on Metacritic, indicating "universal acclaim". In its first week of release Rough and Rowdy Ways reached number one on the UK album chart, making Dylan "the oldest artist to score a No. 1 of new, original material". In December 2020, Dylan sold his entire song catalog to Universal Music Publishing Group, including both the income he receives as a songwriter and his control of their copyright. Universal, a division of the French media conglomerate Vivendi, will collect all future income from the songs. The New York Times estimated the price at more than $300 million", although other reports suggested the figure was closer to $400 million. Dylan's 80th birthday was commemorated by a virtual conference, Dylan@80, organized by the University of Tulsa Institute for Bob Dylan Studies. Several new biographies and studies of Dylan were published. Dylan suspended his Never Ending Tour due to the global Covid-19 pandemic; in July 2021, livestream platform Veeps presented a 50-minute performance by Dylan, Shadow Kingdom: The Early Songs of Bob Dylan. Filmed in black and white with a film noir look, Dylan performed 13 songs in a club setting with an audience. The performance was favorably reviewed, and one critic suggested the backing band resembled the style of the musical Girl from the North Country. The soundtrack to the film was released on 2 LP and CD formats in June 2023. In September, Dylan released Springtime in New York: The Bootleg Series Vol. 16 (1980–1985), issued in 2 LP, 2 CD and 5 CD formats. It comprised rehearsals, live recordings, out-takes and alternative takes from Shot of Love, Infidels and Empire Burlesque. In The Daily Telegraph, Neil McCormick wrote: "These bootleg sessions remind us that Dylan's worst period is still more interesting than most artists' purple patches". Springtime in New York received an aggregate score of 85 on Metacritic. On July 7, 2022, Christie's, London, auctioned a 2021 recording of Dylan singing "Blowin' in the Wind". The record was in an innovative "one of one" recording medium, branded as Ionic Original, which producer T Bone Burnett claimed "surpasses the sonic excellence and depth for which analogue sound is renowned, while at the same time boasting the durability of a digital recording." The recording fetched GBP £1,482,000—equivalent to $1,769,508. In November, Dylan published The Philosophy of Modern Song, a collection of 66 essays on songs by other artists. The New Yorker described it as "a rich, riffy, funny, and completely engaging book of essays". Other reviewers praised the book's eclectic outlook, while some questioned its variations in style and dearth of female songwriters. In January 2023, Dylan released The Bootleg Series Vol. 17: Fragments – Time Out of Mind Sessions (1996–1997) in multiple formats. The 5-CD version included a re-mix of the 1997 album "to sound more like how the songs came across when the musicians originally played them in the room" without the effects and processing which producer Daniel Lanois applied later; 25 previously unreleased out-takes from the studio sessions; and a disc of live performances of each song on the album performed by Dylan and his band in concert. On November 17, 2023, Dylan released The Complete Budokan 1978, containing the full recordings of the February 28 and March 1 Tokyo concerts from his 1978 Tour. On October 31, 2025, Dylan released The Bootleg Series Vol. 18: Through the Open Window 1956–1963, an 8-CD collection of recordings chronicling his development from a 15 year-old high school student to his major concert at Carnegie Hall in October 1963. It was also released in a 2-CD highlights format. The set included a 125 page booklet by historian Sean Wilentz and was awarded a score of 97 on the critical aggregator website Metacritic, indicating universal acclaim.

• Illustration — Dylan performing at Finsbury Park, London, June 18, 2011 The Never Ending Tour commenced on June 7, 1988. Dylan has played roughly 100 dates a year since, a heavier schedule than most performers who started in the 1960s. By April 2019, Dylan and his band had played more than 3,000 shows, anchored by long-time bassist Tony Garnier. To the dismay of some of his audience, Dylan's performances are unpredictable as he often alters his arrangements and changes his vocal approach. These variable performances have divided critics. Richard Williams and Andy Gill argued that Dylan has found a successful way to present his rich legacy of material. Others have criticized his live performances for changing "the greatest lyrics ever written so that they are effectively unrecognisable", and giving so little to the audience that "it is difficult to understand what he is doing on stage at all". Paul McCartney criticised Dylan's performances for being difficult to understand and for not playing his "hits", such as "Mr. Tambourine Man". In April, Dylan announced a Summer 2026 tour beginning in Troutdale, Oregon on June 4, and ending in Nashville, Tennessee on August 1. In July, Dylan announced a European tour, starting in Oslo on October 17, 2026, and finishing in London on December 8. Alex Ross has summarised Dylan's touring career: "his shows cause his songs to mutate, so that no definitive or ideal version exists. Dylan's legacy will be the sum of thousands of performances, over many decades... Every night, whether he's in good or bad form, he says, in effect, 'Think again.

Dylan's primary residence is reportedly in Point Dume, on the coast of Malibu, California. He formerly owned an estate in the Scottish Highlands and a townhouse in Harlem, New York City.

Echo Helstrom was Dylan's high school girlfriend. The couple listened together to rhythm-and-blues on the radio, and her family exposed him to singers such as Jimmie Rodgers on 78 RPM records, and a range of folk music magazines, sheet music, and manuscripts. Helstrom is believed by some to be the inspiration for Dylan's song "Girl from the North Country", though this is disputed.

Dylan's first serious relationship was with artist Suze Rotolo, a daughter of Communist Party USA radicals. According to Dylan, "She was the most erotic thing I'd ever seen... The air was suddenly filled with banana leaves. We started talking and my head started to spin". Rotolo was photographed arm-in-arm with Dylan on the cover of his album The Freewheelin' Bob Dylan. Critics have connected Rotolo to some of Dylan's early love songs, including "Don't Think Twice It's All Right". The relationship ended in 1964. In 2008, Rotolo published a memoir about her life in Greenwich Village and relationship with Dylan in the 1960s, A Freewheelin' Time.

When Joan Baez met Dylan in April 1961, she had already released her first album and was acclaimed as the "Queen of Folk". On hearing Dylan perform his song "With God on Our Side", Baez later said, "I never thought anything so powerful could come out of that little toad". In July 1963, Baez invited Dylan to join her on stage at the Newport Folk Festival, setting the scene for similar duets over the next two years. By the time of Dylan's 1965 tour of the UK, their romantic relationship had begun to fizzle out, as captured in D. A. Pennebaker's documentary film Dont Look Back. Baez later toured with Dylan as a performer on his Rolling Thunder Revue in 1975–76. Baez also starred as "The Woman In White" in the film Renaldo and Clara (1978), directed by Dylan. Dylan and Baez toured together again in 1984 with Carlos Santana. Baez recalled her relationship with Dylan in Martin Scorsese's documentary film No Direction Home (2005). Baez wrote about Dylan in two autobiographies—admiringly in Daybreak (1968), and less admiringly in And A Voice to Sing With (1987). Her song "Diamonds & Rust" has been described as "an acute portrait" of Dylan.

Dylan married Sara Lownds, who had worked as a model and secretary at Drew Associates, on November 22, 1965. They had four children: Jesse Byron (born January 6, 1966), Anna Lea (born July 11, 1967), Samuel Isaac Abram (born July 30, 1968), and Jakob Luke (born December 9, 1969). Dylan also adopted Sara's daughter from a prior marriage, Maria Lownds (later Dylan, born October 21, 1961). Sara Dylan played the role of Clara in Dylan's film Renaldo and Clara (1978). Bob and Sara Dylan were divorced on June 29, 1977.

Dylan and his backing singer Carolyn Dennis (often professionally known as Carol Dennis) have a daughter, Desiree Gabrielle Dennis-Dylan, born on January 31, 1986. They were married on June 4, 1986, and divorced in October 1992. Their marriage and child remained a closely guarded secret until the publication of Howard Sounes's biography Down the Highway: The Life of Bob Dylan, in 2001.

Growing up in Hibbing, Minnesota, Dylan and his family were part of the area's small, close-knit Jewish community, and Dylan had his bar mitzvah in May 1954. Around the time of his 30th birthday, in 1971, Dylan visited Israel, and also met Rabbi Meir Kahane, founder of the New York-based Jewish Defense League. In the late 1970s, Dylan converted to Christianity. In November 1978, guided by his friend Mary Alice Artes, Dylan made contact with the Vineyard Christian Fellowship. He claimed to have experienced a new birth and to have become an evangelical Christian. From January to March 1979, Dylan attended Vineyard's Bible study classes in Reseda, California. By 1984, Dylan was distancing himself from the "born again" label. He told Kurt Loder of Rolling Stone: "I've never said I'm 'born again'. That's just a media term. I don't think I've been an agnostic. I've always thought there's a superior power, that this is not the real world and that there's a world to come." In 1997, he told David Gates of Newsweek: Dylan has supported the Chabad Lubavitch movement, and has privately participated in Jewish religious events, including his sons' bar mitzvahs and services at Hadar Hatorah, a Chabad Lubavitch yeshiva. In 1989 and 1991, he appeared on the Chabad telethon. Dylan has continued to perform songs from his gospel albums in concert, occasionally covering traditional religious songs. He has made passing references to his religious faith, such as in a 2004 interview with 60 Minutes, when he told Ed Bradley, "the only person you have to think twice about lying to is either yourself or to God". He explained his constant touring schedule as part of a bargain he made a long time ago with the "chief commander—in this earth and in the world we can't see". Speaking to Jeff Slate of The Wall Street Journal in December 2022, Dylan reaffirmed his religious outlook: "I read the scriptures a lot, meditate and pray, light candles in church. I believe in damnation and salvation as well as predestination. The Five Books of Moses, Pauline Epistles, Invocation of the Saints, all of it."

Dylan's visual art was first seen by the public via a painting he contributed for the cover of the Band's Music from Big Pink album in 1968. The cover of Dylan's own 1970 album Self Portrait features the painting of a human face by Dylan. More of Dylan's artwork was revealed with the 1973 publication of his book Writings and Drawings. The cover of Dylan's 1974 album Planet Waves again featured one of his paintings. In 1994 Random House published Drawn Blank, a book of Dylan's drawings. In 2007, the first public exhibition of Dylan's paintings, The Drawn Blank Series, opened at the Kunstsammlungen in Chemnitz, Germany; it showcased more than 200 watercolors and gouaches made from the original drawings. The exhibition coincided with the publication of Bob Dylan: The Drawn Blank Series, which includes 170 reproductions from the series. From September 2010 until April 2011, the National Gallery of Denmark exhibited 40 large-scale acrylic paintings by Dylan, The Brazil Series. In July 2011, a leading contemporary art gallery, Gagosian Gallery, announced their representation of Dylan's paintings. An exhibition of Dylan's art, The Asia Series, opened at the Gagosian Madison Avenue Gallery on September 20, displaying Dylan's paintings of scenes in China and the Far East. The New York Times reported that "some fans and Dylanologists have raised questions about whether some of these paintings are based on the singer's own experiences and observations, or on photographs that are widely available and were not taken by Mr. Dylan". The Times pointed to close resemblances between Dylan's paintings and historic photos of Japan and China, and photos taken by Dmitri Kessel and Henri Cartier-Bresson. Art critic Blake Gopnik has defended Dylan's artistic practice, arguing: "Ever since the birth of photography, painters have used it as the basis for their works: Edgar Degas and Édouard Vuillard and other favorite artists—even Edvard Munch—all took or used photos as sources for their art, sometimes barely altering them". The Magnum photo agency confirmed that Dylan had licensed the reproduction rights of these photographs. Dylan's second show at the Gagosian Gallery, Revisionist Art, opened in November 2012. The show consisted of thirty paintings, transforming and satirizing popular magazines including Playboy and Babytalk. In February 2013, Dylan exhibited the New Orleans Series of paintings at the Palazzo Reale in Milan. In August 2013, Britain's National Portrait Gallery, London hosted Dylan's first major UK exhibition, Face Value, featuring twelve pastel portraits. In November 2016, the Halcyon Gallery featured a collection of artworks by Dylan. The exhibition, The Beaten Path, depicted American landscapes and urban scenes, inspired by Dylan's travels across the US. The show was reviewed by Vanity Fair and Asia Times Online. In October 2018, the Halcyon Gallery mounted an exhibition of Dylan's drawings, Mondo Scripto. The works consisted of Dylan hand-written lyrics of his songs, with each song illustrated by a drawing. Retrospectrum, the largest retrospective of Dylan's visual art to date, consisting of over 250 works in various media, debuted at the Modern Art Museum in Shanghai in 2019. Building on the exhibition in China, a version of Retrospectrum, which includes a new series of paintings, "Deep Focus", drawn from film imagery, opened at the Frost Art Museum in Miami on November 30, 2021, while from December 16, 2022, to April 30, 2023, the MAXXI Museum in Rome hosted the retrospective which was the first European monographic exhibition dedicated to Dylan's visual art. Since 1994, Dylan has published ten books of paintings and drawings. In November 2022, Dylan apologized for using an autopen to sign books and artwork which were subsequently sold as "hand-signed" since 2019.

Dylan has published Tarantula (1971), a work of prose poetry; Chronicles: Volume One (2004), the first part of his memoirs; several books of the lyrics of his songs, and ten books of his art. Dylan's third full-length book, The Philosophy of Modern Song (2022), contains 66 essays on songs by other artists. Dylan has also been the subject of numerous biographies and critical studies.

Dylan has appeared as an actor in five movies (Pat Garrett and Billy the Kid, Renaldo and Clara, Hearts of Fire, Masked and Anonymous, and Backtrack (cameo)), as well as himself in many documentaries.

• Illustration — Dylan and the Obamas at the White House, after a performance celebrating music from the civil rights movement on February 9, 2010 On Dylan's 70th birthday in 2011, the universities of Mainz, Vienna, and Bristol invited literary critics and historians to give papers on Dylan's work. Other events, including tribute bands, discussions and singalongs, took place. The Guardian wrote: "From Moscow to Madrid, Norway to Northampton and Malaysia to his home state of Minnesota, self-confessed 'Bobcats' will gather today to celebrate the 70th birthday of a giant of popular music." Dylan's 35th studio album, Tempest, was released on September 11, 2012. The album features a tribute to Lennon, "Roll On John", and the title track is a 14-minute song about the sinking of the Titanic. In Rolling Stone, Will Hermes gave Tempest five out of five stars: "Lyrically, Dylan is at the top of his game, joking around, dropping wordplay and allegories that evade pat readings and quoting other folks' words like a freestyle rapper on fire". Volume 10 of Dylan's Bootleg Series, Another Self Portrait (1969–1971), was released in August 2013. The album contained 35 previously unreleased tracks, including alternative takes and demos from Dylan's 1969–71 recording sessions during the making of the Self Portrait and New Morning albums. The box set included a live recording of Dylan's performance with the Band at the Isle of Wight Festival in 1969. Thom Jurek wrote, "For fans, this is more than a curiosity, it's an indispensable addition to the catalog." Columbia Records released a boxset containing all 35 studio albums, six albums of live recordings and a collection of non-album material (Sidetracks) as Bob Dylan: Complete Album Collection: Vol. One, in November. To publicize the box set, a video of "Like a Rolling Stone" was released on Dylan's website. The interactive video, allowed viewers to switch between 16 simulated TV channels, all featuring characters lip-synching the lyrics. Dylan appeared in a commercial for the Chrysler 200 which aired during the 2014 Super Bowl. In it, he says that "Detroit made cars and cars made America... So let Germany brew your beer, let Switzerland make your watch, let Asia assemble your phone. We will build your car." Dylan's ad was criticized for its protectionist implications, and people wondered whether he had "sold out". The Lyrics: Since 1962 was published by Simon & Schuster in the fall of 2014. The book was edited by literary critic Christopher Ricks, Julie Nemrow and Lisa Nemrow and offered variant versions of Dylan's songs, sourced from out-takes and live performances. A limited edition of 50 books, signed by Dylan, was priced at $5,000. "It's the biggest, most expensive book we've ever published, as far as I know", said Jonathan Karp, Simon & Schuster's president and publisher. A comprehensive edition of the Basement Tapes was released as The Bootleg Series Vol. 11: The Basement Tapes Complete in November 2014. The album included 138 tracks which Dylan and the Band had recorded at their homes in Woodstock, New York in 1967. The Basement Tapes Complete won the Grammy Award for Best Historical Album, and the box set earned a score of 99 on Metacritic. In February 2015, Dylan released Shadows in the Night, featuring ten songs written between 1923 and 1963, which have been described as part of the Great American Songbook. All the songs had been recorded by Frank Sinatra, but critics and Dylan himself cautioned against seeing the record as a collection of "Sinatra covers". Dylan explained: "I don't see myself as covering these songs in any way. They've been covered enough. Buried, as a matter a fact. What me and my band are basically doing is uncovering them. Lifting them out of the grave and bringing them into the light of day". Critics praised the restrained instrumental backings and quality of Dylan's singing. The album debuted at number one in the UK Albums Chart. The Bootleg Series Vol. 12: The Cutting Edge 1965–1966, consisting of previously unreleased material from the three albums Dylan recorded between January 1965 and March 1966 (Bringing It All Back Home, Highway 61 Revisited and Blonde on Blonde) was released in November 2015. On Dylan's website the "Collector's Edition" was described as containing "every single note recorded by Bob Dylan in the studio in 1965/1966". Dylan released Fallen Angels, described as "a direct continuation of the work of 'uncovering' the Great Songbook that he began on Shadows In the Night", in May. The album contained twelve songs by classic songwriters such as Harold Arlen, Sammy Cahn and Johnny Mercer, eleven of which had been recorded by Sinatra. Jim Farber wrote: "Tellingly, [Dylan] delivers these songs of love lost and cherished not with a burning passion but with the wistfulness of experience. They're memory songs now, intoned with a present sense of commitment. Released just four days ahead of his 75th birthday, they couldn't be more age-appropriate". The 1966 Live Recordings, including every known recording of Dylan's 1966 concert tour, was released in November 2016. The recordings commence with the concert in White Plains New York on February 5, 1966, and end with the Royal Albert Hall concert in London on May 27. The New York Times reported most of the concerts had "never been heard in any form", and described the set as "a monumental addition to the corpus". In March 2017, Dylan released a triple album of 30 recordings of classic American songs, Triplicate. Dylan's 38th studio album was recorded in Hollywood's Capitol Studios and features his touring band. Critics praised the thoroughness of Dylan's exploration of the Great American Songbook, though, in the opinion of Uncut, "For all its easy charms, Triplicate labours its point to the brink of overkill. After five albums' worth of croon toons, this feels like a fat full stop on a fascinating chapter." The next volume of Dylan's Bootleg Series revisited his "Born Again" Christian period of 1979 to 1981, described by Rolling Stone as "an intense, wildly controversial time that produced three albums and some of the most confrontational concerts of his long career". Reviewing the box set The Bootleg Series Vol. 13: Trouble No More 1979–1981, Jon Pareles wrote: Decades later, what comes through these recordings above all is Mr. Dylan's unmistakable fervor, his sense of mission. The studio albums are subdued, even tentative, compared with what the songs became on the road. Mr. Dylan's voice is clear, cutting and ever improvisational; working the crowds, he was emphatic, committed, sometimes teasingly combative. And the band tears into the music. In 2019, Netflix released Rolling Thunder Revue: A Bob Dylan Story by Martin Scorsese, billed as "Part documentary, part concert film, part fever dream". The film received positive reviews but aroused controversy because it mixed documentary footage filmed during the Rolling Thunder Revue in the fall of 1975 with fictitious characters and stories. Coinciding with the film, the box set The Rolling Thunder Revue: The 1975 Live Recordings, was released by Columbia Records. The set comprises five full Dylan performances from the tour and discovered tapes from Dylan's tour rehearsals. The box set received an aggregate score of 89 on Metacritic, indicating "universal acclaim".

• Bob Dylan (1962) • The Freewheelin' Bob Dylan (1963) • The Times They Are a-Changin (1964) • Another Side of Bob Dylan (1964) • Bringing It All Back Home (1965) • Highway 61 Revisited (1965) • Blonde on Blonde (1966) • John Wesley Harding (1967) • Nashville Skyline (1969) • Self Portrait (1970) • New Morning (1970) • Pat Garrett & Billy the Kid (1973) • Dylan (1973) • Planet Waves (1974) • Blood on the Tracks (1975) • The Basement Tapes† (1975) • Desire (1976) • Street-Legal (1978) • Slow Train Coming (1979) • Saved (1980) • Shot of Love (1981) • Infidels (1983) • Empire Burlesque (1985) • Knocked Out Loaded (1986) • Down in the Groove (1988) • Oh Mercy (1989) • Under the Red Sky (1990) • Good as I Been to You (1992) • World Gone Wrong (1993) • Time Out of Mind (1997) • "Love and Theft" (2001) • Modern Times (2006) • Together Through Life (2009) • Christmas in the Heart (2009) • Tempest (2012) • Shadows in the Night (2015) • Fallen Angels (2016) • Triplicate (2017) • Rough and Rowdy Ways (2020) • Shadow Kingdom (2023)

• Illustration — Bob Dylan Drive street sign in Hibbing, Minnesota The sale of Dylan's archive of about 6,000 notebooks, drafts of lyrics, recordings, and correspondence to the George Kaiser Family Foundation and the University of Tulsa was announced in March 2016. The sale price was "an estimated $15 million to $20 million". To house the archive, the Bob Dylan Center in Tulsa, Oklahoma opened on May 10, 2022. In 2005, 7th Avenue East in Hibbing, Minnesota, where Dylan lived from ages 6 to 18, received the honorary name Bob Dylan Drive. In 2006, the 1.8 mi Bob Dylan Way cultural path was inaugurated in Duluth, Minnesota; it links "cultural and historically significant areas of downtown for the tourists". In 2015, a 160-foot-wide Dylan mural by Brazilian street artist Eduardo Kobra was unveiled in downtown Minneapolis. In December 2013, the Fender Stratocaster which Dylan had played at the 1965 Newport Folk Festival fetched $965,000, the second highest price paid for a guitar. In June 2014, Dylan's hand-written lyrics of "Like a Rolling Stone" fetched $2 million at auction, a record for a popular music manuscript.

• Illustration — President Obama presents Dylan with a Medal of Freedom, May 2012. Dylan has been inducted into the Rock and Roll Hall of Fame, Nashville Songwriters Hall of Fame and Songwriters Hall of Fame. In 1997, US President Bill Clinton presented Dylan with a Kennedy Center Honor in the East Room of the White House, saying: "He probably had more impact on people of my generation than any other creative artist. His voice and lyrics haven't always been easy on the ear, but throughout his career Bob Dylan has never aimed to please. He's disturbed the peace and discomforted the powerful". In 2008, the Pulitzer Prize jury awarded him a special citation for "his profound impact on popular music and American culture, marked by lyrical compositions of extraordinary poetic power". Dylan received the Presidential Medal of Freedom in May 2012. President Barack Obama, presenting Dylan with the award, said "There is not a bigger giant in the history of American music." Obama praised Dylan's voice for its "unique gravelly power that redefined not just what music sounded like but the message it carried and how it made people feel". In November 2013, Dylan was awarded France's highest honor, the Légion d'Honneur, despite the misgiving of the grand chancellor of the Légion, who had declared him unworthy. In February 2015, Dylan accepted the MusiCares Person of the Year award from the National Academy of Recording Arts and Sciences, in recognition of his philanthropic and artistic contributions.

• Illustration — Sara Danius announces the Nobel Prize in Literature 2016 In 1996, Gordon Ball of the Virginia Military Institute nominated Dylan for the Nobel Prize in Literature, initiating a campaign that lasted for 20 years. On October 13, 2016, the Nobel committee announced that it would award Dylan the prize "for having created new poetic expressions within the great American song tradition". Horace Engdahl, a member of the Nobel Committee, described Dylan as "a singer worthy of a place beside the Greek bards, beside Ovid, beside the Romantic visionaries, beside the kings and queens of the blues, beside the forgotten masters of brilliant standards". The New York Times reported: "Mr. Dylan, 75, is the first musician to win the award, and his selection was perhaps the most radical choice in a history stretching back to 1901." Dylan remained silent for days after receiving the award, and then told journalist Edna Gundersen that it was "amazing, incredible. Whoever dreams about something like that?" Dylan's Nobel lecture was posted on the Nobel Prize website on June 5, 2017. Andrea Pitzer suggested in Slate that Dylan may have taken some references to Moby-Dick in his Nobel lecture from SparkNotes.