A bootleg video of a 1966 conversation between Bob Dylan and John Lennon has long been a cryptic text for the artists' superfans.

In the '60s, Bob Dylan often trolled the media, mocking its focus on celebrity

This 1965 press conference, just before the release of the landmark "Bringing It All Back Home," illustrates how fed up he'd become, laughing at inane questions and offering snide responses. When asked if he thinks of himself more as a singer or as a poet, he responds, "I think of myself more as a song and dance man."

After the bitter breakup of the Beatles, John Lennon and Paul McCartney only played music together one more time—at an impromptu studio session in 1974, joined by Stevie Wonder.

Dylan's 1965 electric set at the Newport Folk Festival was viewed by some as a betrayal

It's considered a watershed moment in his career and rock ‘n’ roll history, mostly because the audience allegedly booed Dylan’s new electrified songs, believing he had abandoned politically minded folk music for pop stardom.

In 1984, Dylan began experimenting with punk

When Bob Dylan was asked to appear on David Letterman’s relatively new late-night show, he decided to call an audible. He’d been intrigued by LA’s exploding post-punk scene and had spent time jamming with one of its bands, the Plugz, whom he decided to bring to Letterman as his backing band. The appearance sounds unlike anything else in his catalog and is one of his more fascinating creative reinventions in a career loaded with them.

Dylan's early records were socially conscious folk songs

Dylan's early records were modeled after his heroes Woody Guthrie and Pete Seeger, meaning they were often acoustic numbers filled with lyrical wordplay and political themes. "Masters of War," from 1963's "The Freewheelin' Bob Dylan," is a perfect example of the form, railing against politicians and war profiteers.

Dylan's raucous 1976 tour was one piece of an ongoing reinvention

In the mid-70s, Dylan assembled a ragtag group of musicians and poets—including Joni Mitchell, Joan Baez, and Allen Ginsberg—he called the Rolling Thunder Revue. Rather than playing stadiums in major markets, they played smaller venues in smaller cities for a more intimate experience. The tour yielded some of the most exuberant versions of Dylan songs, captured in this 1976 performance in Fort Collins, which originally aired on NBC as “Hard Rain.”

The Dylan/Whitman connection

Even before his 2016 Nobel Prize, critics often wrote about Bob Dylan with a seriousness typically reserved for literary figures. In this critical analysis, Jones Hogsed continues the tradition, analyzing Dylan's vision of America alongside Walt Whitman's.

Dylan influenced many of his contemporaries

Dylan’s groundbreaking approach to songwriting didn’t just change his career; it changed the trajectory of American popular music. This podcast from the National Association of Music Merchants’ oral history project features interviews with several Dylan compatriots and fans–including Pete Seeger, Emmylou Harris, and Robbie Robertson–who detail how Dylan changed their careers and how they viewed songwriting.

The BBC banned the Beatles' song 'A Day in the Life' for 5 years, fearing it encouraged drug use.

In 1966, Dylan was in a motorcycle accident

At the height of his popularity, Bob Dylan disappeared. The press reported it was due to a near-fatal motorcycle accident, though specifics were never provided. When he returned some time later, with a new album and sound, Dylan fans treated the accident as a pivotal moment in the legendary artist's career. But there's ample proof the accident never happened and, at its core, was little more than a cover story for a burnt-out rock star.

Some allege that Dylan plagiarized his Nobel Prize lecture

The speech bore striking similarities to entries on SparkNotes, a summary site that's often used by students looking to skip assigned reading. Neither Dylan nor his management commented on the matter, though some critics suggested it was just another part of Dylan's career-long performance.

An American Beatles album featured a bizarre, gruesome image of the band as butchers, which was swiftly recalled.

In 'Cut Piece,' Yoko Ono invited the audience to her clothes

Much more than simply John Lennon’s partner, Yoko Ono is a prolific multimedia artist in her own right. Her 1964 performance "Cut Piece" invited audience members to come onstage and cut away pieces of her clothing. She described the piece as being about solidarity between women and the possibility for world peace, saying, “By not fighting, we show them that there's a whole world, which could exist by being peaceful.”

80 artists on their favorite Bob Dylan songs

Listen to any rock music from the past century and you’ll likely hear some trace of Dylan’s influence. This massive list, released back on Dylan’s 80th birthday, offers objective data to back that up. Its 80 participants include David Byrne, Michael McDonald, and dozens more. The best part? The article also includes a playlist, so you can listen to the songs while you read about their impact.

A deep dive into Bob Dylan's 'memoir'

Bob Dylan's "Chronicles: Volume One" is part memoir and part novel, a book that intentionally blurs the line between Dylan's factual biography and the self-mythologizing he's done for over six decades in the public eye. This podcast walks listeners through the book, treating Dylan less like an artist and more like a thought leader.

The Beatles' 'Tomorrow Never Knows,' the final track from 1966's 'Revolver,' used innovative recording methods—including a rudimentary form of sampling—to redefine the sound of popular music.

In the late '70s, Dylan started a trilogy of Christian rock albums

Across his six decades making music, Bob Dylan’s gone through numerous artistic eras and reinventions, but among the most polarizing (and, for some, the most perplexing) is Dylan’s Christian period in the late '70s and early '80s.

The surgeon who tried to save John Lennon says he can’t forget that night

Frank Veteran was a resident in 1980 on the night John Lennon was shot in New York. For years afterward, he tried to process the sight of seeing the Beatle dying in the hospital, including through art, but he says that the memories from the experience are still vivid.

'A Complete Unknown' misrepresented some aspects of Dylan's life

Dylan scholar and Princeton professor Sean Wilentz said the 2024 Dylan biopic had several inaccuracies. According to Wilentz, “The facts are all true … but none of it happened the way that the film depicts it.”

Why is Bob Dylan on Patreon?

The singer's notorious for his inscrutability, but his venture into the content subscription website might be one of his stranger choices, especially given the posted content that resembles AI-generated material. Pitchfork's Nina Corcoran surveys the site and tries to make sense.

Revisiting the milieu of the Greenwich Village music scene

Few neighborhoods of the world stand out as more productive of a robust music scene than New York City's Greenwich Village, the bohemian launchpad of Joan Baez, Bob Dylan, and other folk artists of the 1960s and '70s. Expert David Browne discusses why it became so significant in this episode of "Sound Opinions."

In the late '80s, Dylan formed the Traveling Wilburys with other rock legends

The word “supergroup” gets tossed around plenty in rock ‘n’ roll, but it’s never been more apt than with the Traveling Wilburys, a late '80s band featuring Bob Dylan, Tom Petty, George Harrison, Roy Orbison, and Jeff Lynne. At the time, Dylan was feeling creatively adrift and far removed from the passion of his earlier work. The winking alter-egos of the Wilburys reinvigorated him, leading to a great record and a renaissance in Dylan’s solo career.

Some people believe Paul McCartney died in a car crash in 1966 and was replaced by a lookalike.

Joan Didion interviewed The Grateful Dead in 1967, before they became music icons.

The 20-year feud between Elton John and Madonna

The two superstars feuded from roughly 2002 until 2025. After playing shows together in the 1990s, John took issue with Madonna's James Bond theme song "Die Another Day," calling it the worst of the film series. He kept up a stream of criticisms, and the feud peaked at the 2012 Golden Globes when Madonna beat out John for best original song. The pair reportedly reconciled backstage at "Saturday Night Live" in 2025.

Salvador Dalí once conned Yoko Ono

A quirky story often told about Salvador Dalí claims that in 1969, Yoko Ono offered him $10,000 for one of his famous mustache hairs. Allegedly wary of occult intentions, Dalí instead sent her a blade of grass. While the tale is debated, it fits neatly into Dalí's eccentric public image and his later-life reputation for turning playful stunts into profitable moments.

The Beatles' visit with Maharishi Mahesh Yogi helped inspire Western interest in Eastern spirituality

The Fab Four met with the guru—the creator of Transcendental Meditation—in 1968 in Rishikesh, India. The band's George Harrison and his wife had been interested in Indian culture for several years, but the meeting with Maharishi signified a meeting of Western popular culture with Eastern spirituality that would inspire the rising hippie movement.

David Bowie tried to hire Norman Rockwell for the cover of 'Young Americans'

The Thin White Duke thought the iconic artist, known for his classic Americana, would be the perfect artist for his campy 1975 album, “Young Americans.” Bowie called the Rockwell residence and made the request, but was told that Rockwell would need around six months to complete the painting, which Bowie felt was too long.

Daniel Johnston's home recordings have inspired countless rock legends

The singer-songwriter self-released cassettes in the early '80s that were not fit for the radio—their sound quality was poor, and the songs were often little more than an organ and Johnston's high-pitched voice, singing about things like Casper the Friendly Ghost. The tapes eventually found their way to alternative tastemakers, who lauded the songs' brilliance and inspired a cult following that has admired Johnston's music for decades.

Fifty backstage photos of musicians in the 1970s

Elton John, James Brown, Cher, Diana Ross, and many others all have famous photos seen multiple times on album covers, iconic images from events, and more. Rare is the unseen backstage photo of the greats, lounging or rocking out or, like Bo Diddley, frying up some chicken pre-show at the Garden. Peruse this incredible collection of candid shots of 1970s stars waiting in the wings to come on stage.

The Beatles tried to get the rights to make a 'Lord of the Rings' film starring the band members as Gollum, Frodo, Gandalf, and Samwise.

The cover of "Abbey Road" was shot in a quiet London neighborhood in 1969

The unassuming setting became one of the most famous attractions in the city and was the cover of the Beatles' last-recorded album. It was shot in the late 1960s, when the Fab Four was the most famous band in the world.

Steven Spielberg and George Lucas are noted fans of Norman Rockwell

The famous film directors are admirers and collectors of the American painter. Lucas, in particular, relates to Rockwell’s process, which resembles casting for a film. In 2010, the Smithsonian American Art Museum introduced a Rockwell exhibit showcasing works from Lucas’ and Spielberg’s private collections. This video from that exhibit features both directors talking about how and why they became interested in acquiring Rockwell’s work.

Learn about the Beatles song 'Taxman,' which was inspired by Britain's tax structure

In the US, many people think of the IRS as the "taxman"—but the Beatles song is actually about the tax structure in the UK at the time. George Harrison wrote the song when he realized that even though the Beatles had started earning money, "we were actually giving most of it away in taxes," as he wrote in his autobiography.

The Beatles' appearance on 'The Ed Sullivan Show' in 1964 launched Beatlemania in the US after the band struggled to break through to American audiences.

How the Vietnam War changed rock 'n' roll

This short video essay analyzes how rock music responded to US involvement in Vietnam, from the protest folk of Phil Ochs and Bob Dylan to the popularity of rock and soul records with soldiers stationed abroad.

A deep dive into the long road to making 'Star Wars'

In this podcast, Chris Taylor, author of "How 'Star Wars' Conquered the Universe," details the long road—lined with studio rejections, a dismissive crew, glacially slow special effects, and last-minute edits—George Lucas traveled to see "Star Wars" through to its release.

Watch Johnny Cash’s 1969 concert at San Quentin

Johnny Cash is one of the most recognizable names in country music, but by the 1960s, he was also a rock icon. Part of that status was due to his outlaw identity and willingness to play for true outsiders. This documentary from one of his most famous performances shows why.

The story behind Nirvana's expulsion from their own record release party

The band wasn't interested in schmoozing with the industry types who occupied the "Nevermind" release event at Seattle's Re-bar. So, the band snuck in their own whiskey and started a food fight in the venue before being tossed by security.

A teenage Springsteen struggled with his father

Springsteen's father didn't understand why his son was interested in pursuing a music career, leading to a tense relationship that was often exacerbated by his father's struggles with mental illness. Embed: Podcast

Watch Billy Joel deepfake himself in the 'Turn the Lights Back On' music video

Though deepfakes are often synonymous with manipulation and bad intentions, some artists have found creative uses for the technology. In this example, Billy Joel depicts himself in various eras of his career in keeping with the song's nostalgic message.

Learn about the relationship between Thomas Edison and Henry Ford

Despite their 16-year age difference, legendary inventor Thomas Edison and Henry Ford developed a close relationship after meeting at a convention in New York. The two—alongside environmentalist John Burroughs and Harvey Firestone, the founder of Firestone Tire—were known as the "Four Vagabonds" and were famous for their long roadtrips, which were often highly publicized.

Watch a conservative icon interview Allen Ginsberg

At the height of the hippie movement, the conservative commentator and founder of National Review, William F. Buckley Jr., invited poet Allen Ginsberg to help him make sense of the countercultural moment. Over the course of a surreal hour, Ginsberg tries to find common ground with a skeptical Buckley.

Basquiat and Warhol were friends and collaborators before a bitter falling out

The two men were tight, but they also offered what the other lacked in the art world: Basquiat inspired Warhol, and Warhol gave Basquiat art-world credibility. They began working together, producing 160 collaborative works between 1983 and 1985. A 1985 exhibition of their joint works was a massive flop, though, and the friendship never recovered.

Hughes testified before Sen. Joseph McCarthy’s Subcommittee on Investigations

In 1953, the writer was interrogated by the Subcommittee’s chief counsel, Roy Cohn, about communism and its impact on his work. Cohn quoted lines from poems like “Goodbye, Christ” and “Ballads of Lenin,” but Hughes denied that he was a communist, explaining that poetry should not be taken literally. “That is a poem,” he told Cohn. “One can not state one believes every word of a poem.”

The Beat movement started in San Francisco, but quickly moved beyond it

This documentary features interviews with Beat writers Diane di Prima and Lawrence Ferlinghetti, reflecting on their arrival in San Francisco and the explosion of Beat culture in the city and beyond. “It’s not a generation,” di Prima says, reading one of her verses, “it’s a state of mind.”

How Kurt Cobain was influenced by the Beats

Fresh off the success of Nirvana's "Nevermind," band frontman Kurt Cobain reached out to his literary idol, the Beat writer William S. Burroughs, suggesting a collaboration. The correspondence led to "The 'Priest' They Called Him," a hard-to-find recording featuring Burroughs reading a story and Cobain on dissonant guitar.

The story behind Prince's rivalry with Michael Jackson

The Purple One was often compared to the King of Pop, but Prince considered himself the superior artist. This retrospective details the many contentious encounters between the two giants, but it also highlights the sincere admiration they had for each other's work.

Jimi Hendrix covered ‘Auld Lang Syne’ to ring in 1970

The guitar hero played the song to ring in the new year during his 1969 New Year’s Eve concert at the Filmore East in New York. As you might expect from Hendrix, the standard gets pulled in some interesting directions.

A biker from Hell's Angels said Hunter S. Thompson's book about the group was mostly 'cheap trash'

Thompson's popular coverage of the motorcycle gang was not necessarily popular with the gang members themselves. In a bizarre and amusing TV interview from 1967, a biker is given the opportunity to confront Thompson about using the gang for profit, misrepresenting them, and failing to buy beer he promised them.