Why Frank Sinatra called Billie Holiday his 'greatest single influence'

Analyzing Billie Holiday's impact on American poetry

Although Holiday is sometimes associated with the Harlem Renaissance, the Black cultural movement of the 1920s and '30s, scholar Whit Frazier Peterson argues that her real impact in poetry was on the Black Arts Movement, the more radical Black literary movement of the '60s and '70s that featured writers like Amiri Baraka, Sonia Sanchez, and Nikki Giovanni.

As a girl, Billie Holiday fell in love with music while scrubbing the floors of a brothel

Record players were rarities in the 1920s, but Holiday had access to one at Alice Dean's, the brothel in Baltimore where she scrubbed floors. It was there that she listened to her heroes, Louis Armstrong and Bessie Smith.

Watch Billie Holiday perform in 'The Sound of Jazz'

The 1957 CBS special, part of its series "The Seven Lively Arts," was a landmark broadcast that brought some of jazz's biggest names—including Holiday, Thelonious Monk, and Count Basie—to a national audience. Watch Holiday offer a stirring rendition of "Fine and Mellow" below.

Billie Holiday's influence on Amy Winehouse

Winehouse, who became popular in the 2000s, was known for her jazz style, which was indebted to the vocal technique Holiday had innovated decades earlier. In 2003, Winehouse paid homage to Holiday by covering "(There Is) No Greater Love," a standard that Holiday had recorded in 1947.

A beginner's guide to the music of Billie Holiday

This primer from NPR breaks down some of the best entry points for newcomers to the jazz legend. From iconic tracks like "Strange Fruit" to deeper but essential late-era songs, the list offers a blueprint for appreciating Holiday before jumping into the deep end of her sprawling discography.

'Frank Sinatra Has a Cold' is one of the seminal works of New Journalism

The profile broke with convention by focusing on the story of pursuing the story rather than one that celebrated the subject. Vanity Fair called it "the greatest literary-nonfiction story of the 20th century." (Some users may experience a paywall.)

Billie Holiday ensured performances of 'Strange Fruit' had the right context

In the song's earliest performances at Cafe Society in New York, one of a few truly integrated nightclubs in the society, the song was always performed last, after bar service had stopped, with a single spotlight on Holiday so audiences would pay close attention to the lyrics. Later, Holiday included her ability to perform the song in her concert contracts, allowing her to sing it even if venue owners were nervous about its protest message.

Watch Billie Holiday's screen debut in 1935's 'Symphony in Black'

The singer appeared alongside Duke Ellington in Paramount's "Symphony in Black," a musical short released by Paramount Pictures in September 1935, when Holiday was just 20 years old.

Listen to Gay Talese read from ‘Frank Sinatra Has a Cold’

The writer revisits his 1966 profile on Frank Sinatra, one of the most popular magazine stories ever written. The story uncovered aspects of Sinatra’s life previously unknown to most people, such as having a personal staff of 75 people, including one person to take care of his hairpieces.

Watch Billie Holiday's only feature film appearance in 'New Orleans'

The 1947 film wasn't known for its sophisticated plot, which mainly centers on a white opera singer who learns about the beauty of blues and jazz. It's more notable for featuring some of those genre's biggest stars, including Holiday, who played a singing maid and the love interest of Louis Armstrong. You can see her first scene around the 11-minute mark.

Billie Holiday's distinctive vocal technique was aided by new microphone technology, which allowed for quieter singing.

The federal agents who followed Billie Holiday

After the success of "Strange Fruit," the Federal Bureau of Narcotics began surveilling Holiday on suspicion that she was using heroin. Jimmy Fletcher, an agent tasked with following her to clubs and parties, later said that they became quite close. "She was the type who would make anyone sympathetic because she was the loving type," he was reported as saying.

Gay Talese's 1966 Frank Sinatra profile was written without an interview with Sinatra

After numerous rejections from Sinatra, Esquire, and writer Gay Talese continued to pursue the profile, gathering information from observing Sinatra and interviewing friends and fans of his. Readers (and future writers) admired the way Talese captured the many layers of Sinatra’s personality from his generosity to his short temper.

Watch Diana Ross posthumously induct Billie Holiday into the Rock and Roll Hall of Fame

Holiday was posthumously inducted into the Hall in 2000 for her influence on the generations that followed her. Fittingly, Diana Ross, who played Holiday in a 1972 biopic, did the honors. She took the opportunity to sing an acapella verse of "Strange Fruit" and then offer some honorific poetry: "In this, a lesson: Artist, handle with care. Don't lose yourself in the music, beware stardom's glare."

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.

Days after her release from prison, Billie Holiday sold out Carnegie Hall

The jazz icon was released early from federal prison on good behavior. Following her arrest, she was effectively prohibited from performing in New York's nightclubs, but she realized she could still perform, so long as it was in a venue that hadn't been deemed a "cabaret." The solution? The famous Carnegie Hall. The show sold out within a week, and the venue became a regular stop for Holiday, who performed there 22 times.

Watch a 1934 short film starring Cab Calloway

Singer and bandleader Cab Calloway was a major figure in the Harlem Renaissance's music scene. He was also one of the biggest names in jazz's swing era and would go on to be the first Black American to have a nationally syndicated radio show and the first to sell a million copies of a record. In this 1934 short film, "Cab Calloway's Hi-De-Ho," he reenacts his upbeat performances at Harlem's Cotton Club.

Ella Fitzgerald's life in photos

Iconic jazz singer Ella Fitzgerald is known as the "First Lady of Song" for her timeless performances and major contributions to jazz. Decades later, her songs have more than 100 million plays on Spotify. She collaborated with celebrated photographer Yale Joel, who left behind iconic picture galleries and films of the singer.

Jazz provided a soundtrack for the Civil Rights Movement

Songs like Billie Holiday's "Strange Fruit," which portrayed the grim brutality of lynching, and John Coltrane's "Alabama," which was modeled on the rhythm of a speech by Martin Luther King Jr., were the backbeat of the movement.

The story of Billie Holiday's final performance

In her final days, Holiday was still performing—often at clubs outside of New York—though she was struggling with cirrhosis, an effect of her alcoholism. This excerpt from Paul Anderson's "Bitter Crop: the Heartache and Triumph of Billie Holiday's Final Year" details her final show in Lowell, Massachusetts, offering a tragic portrait of the singer running out of steam.

Music was a profound inspiration for Basquiat

The prolific artist loved music, obsessing over David Bowie, Aretha Franklin, and numerous jazz figures. Many of his favorites appeared in his paintings, creating a body of work that also acts as a glossary of influences. Below is a 1984 portrait of Max Roach, the jazz drummer. (Some readers may experience a paywall.)

Understanding how Billie Holiday's traumatic childhood led her to drugs

At 10 years old, the jazz singer was raped and then returned to House of the Good Shepard under protective custody. Her rapist was eventually convicted, but the court still sent her to an all-girls Catholic reform school. Jake Brennan, the host of the Disgraceland podcast, believes those early events led Holiday to the transcendent world of performing, but that it also led her to the escape of drugs.

Jazz was an integral part of the Harlem Renaissance

The Great Migration transformed New York City's Harlem neighborhood into the epicenter of Black American art, with artists such as Duke Ellington, Louis Armstrong, and Bessie Smith regularly performing. The music not only provided the backbeat to the cultural scene—it often influenced it, with Harlem Renaissance poets, in particular, inspired by jazz's approach to rhythm and improvisation.

Billboard's early music charts were racially segregated

In 1942, the publication introduced the Harlem Hit Parade chart, listing the top 10 records sold at select record stores in the majority-Black borough of New York. In 1945, it changed the chart’s name to Most Played Juke Box Race Records, using the music industry term (“race record”) that identified recordings by Black artists, even if they played music markedly similar to the white artists on the other charts.

After Elvis Presley's first hip-shaking 'Ed Sullivan Show' appearance, Frank Sinatra called Presley's music 'a rancid-smelling aphrodisiac.'

After her arrest, a technicality made it harder for Holiday to perform

The Cabaret Identification Card was required for all performers in New York nightclubs that served liquor. After her arrest and yearlong imprisonment, the New York Police Department revoked Billie Holiday's card, making it extremely difficult for her to earn money. The video features contemporary jazz musician Christian McBride breaking down the history of cabaret cards and how the ban affected Holiday.

There's no proof that the government pursued Holiday because of 'Strange Fruit'

Music writer Lewis Porter disputes the events of "The United States vs. Billie Holiday," a 2022 film that dramatized the Federal Bureau of Narcotics' pursuit of the jazz legend. Porter notes that the FBN did indeed target Holiday, but believes it's important to note that it wasn't necessarily for the release of the protest song.

Read a Langston Hughes poem on 'Jazz as Communication'

The essay, delivered in 1956 at the Newport Jazz Festival, offers a poetic take on defining jazz, suggesting that it is the root of both literature and music. “Jazz is a great big sea,” he says. “It washes up all kinds of fish and shells and spume and waves with a steady old beat, or off-beat.”

Diana Ross starred in a Motown-produced biopic about Billie Holiday

The 1972 film "Lady Sings the Blues" was loosely based on Holiday's autobiography and starred Ross, then pursuing her post-Supremes solo career. The Motown production had big names (including Billy Dee Williams and Richard Pryor) and was nominated for five Academy Awards, including one for Ross' performance. You can watch the film below.

How the government caught Billie Holiday

Louis McKay—who was Holiday's manager and abusive husband—worked with the Federal Bureau of Narcotics to ensure Holiday was caught with drugs. She was eventually put on trial and sentenced to a year in prison, where she briefly got sober.

Billie Holiday's label refused to release 'Strange Fruit,' a protest song about lynching, because of fears of negative reactions from southern retailers.

Minnelli's concert with Frank Sinatra and Sammy Davis Jr. was considered 'The Ultimate Event'

Called "The Ultimate Event," the three legendary singers joined for a rare concert tour in the late 1980s. The show was released as a TV special shortly before Davis died from cancer.

Gay Talese ran up expenses close to $5,000 to pursue ‘Frank Sinatra Has a Cold’

In this retrospective, Talese reflects on the making of the legendary article that pioneered a new literary style. He offers his critiques of the modern state of profiles, arguing the industry no longer produces compelling work.

Jean-Paul Sartre was amazed by American jazz

The French philosopher wrote about a 1947 trip to a New York jazz club as a transcendent experience, describing the magic of the relationship between performer and audience: "You shout, they shriek, they whistle, they are possessed, you are possessed."

Springsteen is considered one of rock's greatest songwriters

Springsteen is considered one of rock's greatest songwritersThe New Jersey native has sold over 150 million albums, won 20 Grammy Awards, and influenced several generations of heart-on-sleeve songsmiths. In 1999, he was inducted into the Rock and Roll Hall of Fame.

20th-century country music was influenced by Hawaiian instruments

When people talk about influences on country music, they mention the European and African folk traditions that blended together to form the earliest country standards. Hawaiian music has had an incredible influence on country music, too, though, especially in terms of the genre's sound: the steel guitar and lap steel.

'Livery Stable Blues' was the first jazz recording and helped popularize the genre

The 1917 song by the Original Dixieland Jass Band was the first jazz recording to be issued and put the New Orleans sound on the national stage, along with inspiring several soundalikes.

'The Jazz Singer,' the first film with synchronized sound, changed Hollywood

Movies changed forever in 1927, when Warner Bros. released "The Jazz Singer," the first feature film with integrated dialogue. Based on a Broadway musical, the movie starred Al Jolson as the son of a Jewish cantor who wants to be a popular singer.

'You only go around once, but if you play your cards right, once is enough.'

- Frank Sinatra (1915–1998)

Hughes' poems brought blues and jazz to poetry

Poets like Walt Whitman and Claude McKay inspired Hughes, but he was also enamored with blues and jazz music. The styles informed the way he structured his verses, with Hughes employing repetition and rhythm in ways similar to the standard 12-bar blues form and playing with meter in a way that recalled the improvisation of jazz.

Jazz's popularity inspired a moral panic

When jazz exploded in the 1920s, some believed the music's sudden popularity was the sign of a rotten nation, with one 1920 address at the University of Wisconsin proclaiming, "We are in deadly fear of the Jazz Devil, the demon which is consuming the country." Often, the connections were racialized, with columnists and preachers suggesting that jazz's Black artists were attempting to degrade white America.

American blues music provided the framework for rock 'n' roll, jazz, and other American forms.

'Shuffle Along,' a 1921 Broadway musical, brought jazz to American musical theater and helped pave the way for Black culture in the 20th century.

The poem behind 'Strange Fruit'

"Bitter Fruit" was written by Abel Meeropol, a teacher, under the pseudonym Lewis Allen, after seeing a photograph of a lynching. Eventually, he set the words to music, and the song was then performed by his wife and other singers. In 1938, he played it for Holiday, who began performing it at the New York's Cafe Society. (Some users may experience a paywall.)

Bebop's freedom inspired the Beat Generation

The jazz style took off in the 1940s, mesmerizing listeners with its wild, improvised solos. It had a particular impact on the writers of the Beat Generation, including Jack Kerouac and Allen Ginsberg, who saw in bebop's freedom a model for what they could achieve through the written word. Beat writers like Lawrence Ferlighetti and Kenneth Rexroth even incorporated live jazz in their poetry readings.

The best jazz albums of all time

Diving into the history of jazz can be intimidating, but this list is a helpful guide, highlighting the best of the best, with titanic recordings from Louis Armstrong, Billie Holiday, Miles Davis, Dave Brubeck, Alice Coltrane, Oscar Peterson, and more.

Billie Eilish broke records at the 2020 Grammys

Alternative pop star Billie Eilish had a fascinating rise to fame. She cemented her album "When We All Fall Asleep, Where Do We Go?" in Grammys history by becoming the first woman and youngest person to win all the Big Four awards in the same night.

'Steamboat Willie' was inspired by 'The Jazz Singer'

Walt Disney was mesmerized by Al Jolson's "The Jazz Singer" and the way it used synchronized sound, which synced film with audio. He replicated that effect in “Steamboat Willie," producing the first animated film to do so.

The Beach Boys' Brian Wilson said 'Be My Baby' is 'the greatest record ever produced.'

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.