Watch a 1965 press conference with Bob Dylan where he mocks the media's focus on celebrity.

In the 2000s, Dylan began hosting a weekly radio show

Bob Dylan remained unpredictable, even 40 years into his career. Look no further than his satellite radio show from the 2000s, which found the legendary singer-songwriter riffing on a different theme every week. In this episode that theme is “Nothing.” He talks about Dr. Dre’s “Nuthin’ but a G Thang,” quotes several lines from Shakespeare, and speaks at length about his love for the musical “Porgy and Bess.” It’s a wild, unpredictable ride, just like the rest of his career.

Dylan was called 'the voice of his generation,' but rejected the title

By the mid-60s, Dylan made it clear he had no desire to be a spokesman for anyone but himself. He found the title stifling and believed it would prevent him from creating authentic art.

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

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.

Bob Dylan, explained

Bob Dylan has never had a Billboard No. 1 hit—but his influence on music is unmatched. This overview looks at his early protest songs, his shift to electric rock, and the cultural impact of his lyrics, performances, and legacy across generations.

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.

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.

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.”

Bob Dylan often reworks his vocal melodies, even for his classic songs

Bob Dylan is an unpredictable live artist willing to reinvent his classics as they age. This analysis by Steven Rings, a music professor, breaks down the evolution of the singing style in "A Hard Rain’s A‐Gonna Fall," which transformed in one 1994 performance and then continued growing.

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 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 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.

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.

Some dispute why the Newport crowd booed Dylan

Bruce Jackson, one of the directors for the infamous 1965 Newport Folk Festival, claimed that the story of Dylan being booed for going "electric" is a myth. Pointing to transcripts from the set's audio recordings, he argued that the audience wasn’t upset with Dylan; they were bothered that he couldn’t play for longer.

Dylan opened for Martin Luther King Jr. at the March on Washington

The apex of Dylan’s era as a “protest singer” was his appearance, alongside collaborator and sometimes-lover Joan Baez, at the March on Washington for Jobs and Freedom. It was the same demonstration where Martin Luther King Jr. delivered his “I Have a Dream” speech. Dylan performed four songs, including a scathing version of “Only a Pawn in Their Game,” a ballad about Medgar Evers, an activist who was murdered at his home in Mississippi by a white supremacist.

Dylan's political songs were often abstract

Dylan's protest songs weren't always explicit; sometimes, his dense lyrics only suggested political themes. "Hard Rain," for example, features Biblical allusions, charged images, and what would become generational axioms. It's a perfect encapsulation of what his early records could offer and a thrilling preview for what would come later.

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.

The time Bob Dylan was accused of plagiarizing ‘Blowin’ in the Wind’

“Blowin’ in the Wind” is a defining song of the Civil Rights Movement, one that Dylan openly acknowledged was based on a traditional African spiritual. But when Newsweek accused Dylan of stealing the song in 1963, they weren’t talking about influence. They suggested he’d jacked the tune from a helpless high school student. This article breaks down the falsehood and why it was given so much attention while Dylan was becoming a household name.

Bob Dylan asked Patti Smith to perform in his place at the Nobel Prize ceremony

Dylan didn't attend the ceremony, citing "other commitments," and asked Patti Smith, the legendary poet and punk pioneer, to perform in his place. Smith sang "A Hard Rain's A-Gonna Fall," accompanied by an orchestra, though she had to request to restart one verse after stumbling over Dylan's dense lyrics.

Bob Dylan deeply admires Willie Nelson

The Nobel Prize-winning songwriter is a big fan of the country troubadour. When Dylan was asked for his thoughts on Nelson for a New Yorker profile, he offered a poetic monologue not unlike his lyrics, including a comparison to "the invisible air."

In 2004, he starred in a Victoria's Secret ad

You read that right. By 2004, Dylan was already known as a wild card, but even his most ardent devotees were confused by the sight of their artistic hero, by then in his 60s, appearing in a lingerie commercial. Was it a cynical cash grab or just another example of Dylan’s never-ending meta-commentary on stardom?

A comprehensive list of the best Bob Dylan covers

Bob Dylan’s songwriting quickly became part of the great American songbook, thanks in large part to many major artists of the '60s popularizing their own versions of his songs. As this list proves, though, that tradition continued all the way to today. Learn about essential covers of Dylan songs by Adele, Guns N’ Roses, The White Stripes, and others.

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.

Dylan was born Robert Zimmerman

The name change was just one facet of his self-created myth. From the moment he arrived in Greenwich Village’s folk scene, he was crafting tall tales about his life, including a claim that he'd spent the previous six years working for a carnival.

In 2016, Bob Dylan won the Nobel Prize for his lyrics

Rock legend Bob Dylan’s 2016 Nobel Prize was a surprise in the literary world. A rock lyricist had never been awarded the distinction. Dylan explains his affection for literary giants like Herman Melville and Homer, connecting his writing, and the rock ‘n’ roll of his youth, to the literary tradition.

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.

Bob Dylan considered Woody Guthrie a foundational influence, a sentiment he immortalized in his 1962 recording 'Song to Woody.'

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.

In 1988, Bruce Springsteen inducted Dylan into the Rock & Roll Hall of Fame

Bob Dylan was one of the earliest inductees to the Rock & Roll Hall of Fame, joining the third class in 1988. A Dylan devotee (and eventual Rock and Roll Hall of Fame inductee), Bruce Springsteen, did the honors of inducting the legendary musician, offering a tribute that makes the case for Dylan as the catalyst for decades of innovative music.

'Blowin' in the Wind' became a rallying cry for the Civil Rights Movement

The song is based on a spiritual titled "Many Thousand Gone," whose melody Dylan reworked. The result was popularized by the folk trio Peter, Paul, and Mary and from there became an anthem for the growing Civil Rights Movement, culminating in Dylan's appearance at the March on Washington.

Many critics dismissed Norman Rockwell as overly sentimental

The painter’s portraits of American life were often dismissed as commercially minded, banal, or kitschy, especially when compared with the more abstract art of the time. Rockwell, however, was undeterred, commenting that he wanted to produce work that would make viewers “want to sigh and smile at the same time.”

Norman Rockwell considered himself an 'illustrator' rather than a 'painter'

In this 1962 interview with folk singer Tom Glazer, Rockwell points to Pieter Bruegel's Peasant Dance hung on the wall in his office. "He was a great painter, one of the fine arts painters," he said. "See I'm not a fine arts painter, I'm an illustrator. I illustrate stories, do magazine covers. This is quite different from a painter."

Watch a conservative icon interview Allen Ginsberg, a figurehead of the Beat Generation.

Allen Ginsberg on how Walt Whitman changed poetry

In this 1992 appearance on "Charlie Rose," Beat Generation icon Ginsberg articulates why Whitman mattered not only to the Beats but to all of poetry, arguing that he forever changed the possibilities of the form.

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.

Read the New York Times Magazine’s 1985 cover story on Basquiat

The profile, entitled “New Art, New Money,” captures the artist in the middle of his rise to fame. It also hints at some of his frustrations with that position. In talking about the demands a gallery placed on him, he said, ''I wanted to be a star … not a gallery mascot.'' (Some readers may experience a paywall.)

Terrible performance art: an insider's perspective

David Sedaris may be known for his writing now, but when he was in college, he thought his future was in the art world. Specifically, the performance art world. In this episode of NPR’s This American Life, Sedaris shares a selection of moments from his career as an artist, each more embarrassing than the last. The kicker? Being heckled from the audience—by his own father.

Walt Whitman wrote a poem for the official celebration of America's 100th anniversary, but was not invited to read at the event.

Steve Martin was a wildly successful stand-up—and abruptly quit doing it

In the ‘70s, few stand-up comics were bigger than Steve Martin, who released multiplatinum albums and regularly sold out arenas. As he detailed in his 2007 memoir, Martin had grown disillusioned with his success as a stand-up and pivoted into film.

Whitman revolutionized American poetry

Whitman was a groundbreaking force in American literature, legitimizing the national idiom, capturing the spirit of the evolving country, and inspiring younger generations of writers for centuries to follow.

Beats emphasized the importance of 'spontaneous prose'

Beat writer Jack Kerouac believed literature should aim to be more like jazz, using improvisation to burrow down to the root of the subconscious. In this video from the University of Pennsylvania’s Modern and Contemporary Poetry course, Professor Al Filreis directs a conversation of Kerouac’s manifesto, “Essential of Spontaneous Prose.”

Ralph Waldo Emerson celebrated Walt Whitman, then regretted it

Emerson famously praised the first edition of Whitman’s “Leaves of Grass,” which Whitman used to promote the collection. In doing so, Whitman effectively created the modern book blurb, though he did so without Emerson’s permission, leading to a prolonged, passive beef between the two.

'You don't get to choose how you're going to die or when. You can only decide how you're going to live. Now.'

- Musician and activist Joan Baez (1941-present)

Bob Newhart was the first comedian to have a chart-topping album

In 1960, “The Button-Down Mind of Bob Newhart” reached the top of the Billboard charts and stayed there for 14 weeks. A few months later, a sequel, “The Button-Down Mind Strikes Back!,” was released. Both records occupied the top two spots for 30 weeks, a record that stood until 1991, when Guns ‘n’ Roses released their “Use Your Illusion” albums.

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.”

Andy Warhol, explained

Andy Warhol wasn't just an artist—he was a cultural force. From his early days working as a New York illustrator to managing The Velvet Underground and creating experimental films, Warhol blurred the line between art and commerce, leaving a legacy that changed pop culture forever.

Bob Hope's radio shows brought stand-up to the masses

Bob Hope’s 1930s variety shows featured comedic monologues. Unlike the tightly scripted and evergreen sets of vaudeville, Hope’s monologues leaned into topical and political humor, sometimes to the disapproval of his network.

Read an early piece of journalism on country music

This 1904 Harper’s Weekly article from Emma Bell Miles offers an early example of country music criticism. Miles traces the music’s roots to the mountaineers who pioneered it. It’s a famous piece for music writers: Miles saw a phenomenon building in the hills long before any major record label.

One journalist argued New Journalism writers prioritized ego over public service

Michael J. Arlen wrote a critique of the then-fashionable and popular form for The Atlantic in 1972, warning about the risk of emphasizing a writer’s perspective over facts. While Arlen applauded the innovation of the style, he believed focusing on voice and perspective could be irresponsible.

How one trial tested the limits of satirical music

The rapper Afroman, who earned jokey hits in the '90s with songs like "Because I Got High," was taken into court by police officers by police officers in Adams County, Ohio, who alleged that he'd defamed them in his songs. The music in question was recorded after those officers raided his house and satirized the situation, often in graphic terms. The rapper beat the case, but not before his satirical songs were analyzed in court.