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.

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.

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

Unlike many of her contemporaries, Holiday's voice was more reserved and seductive. In the past, that wouldn't have been practical—earlier microphones required singers to belt in order to be heard throughout a club or theater. However, technological breakthroughs in the 1930s produced more sophisticated and sensitive microphones, enabling a singer like Holiday to experiment with vocal dynamics.

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.

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."

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.

Why Billie Holiday's label refused to release 'Strange Fruit'

Columbia Records declined to record the protest song, fearing negative reactions from southern retailers. She instead recorded it in 1939 for the Commodore label. The recording would eventually sell a million copies, be added to the Library of Congress' National Recording Registry, and be called the "Song of the Century" by Time magazine.

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 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.

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.

'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.

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.

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.

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.

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.

Camus was influenced by American culture, especially literature and jazz

He loved the work of writers like William Faulker and Ernest Hemingway, and loved drinking whiskey and listening to jazz. He also admired the actor Humphrey Bogart and his striking performance in the noir classic "The Big Sleep." He was delighted when his wife gave him a Burberry raincoat, thinking it made him look more like Bogart.

Brian Wilson said ‘Be My Baby’ is ‘the greatest record ever produced’

The legendary Beach Boy was shocked the first time he heard the Ronettes’ song. “I was driving and I had to pull over to the side of the road — it blew my mind.” He claims he spent his career trying in vain to do something as good. “It’s the greatest record ever produced. No one will ever top that one.”

The Ronettes’ ‘Be My Baby’ is a quintessential ‘wall of sound’ record

The 1963 single features one of the most recognizable drum beats in the world; many critics consider the song the greatest pop recording of all time. If nothing else, it’s a definitive example of both the classic girl group sound and Phil Spector’s ingenious ‘Wall of Sound.’

A legendary rock writer ranks the greatest girl group records

Greil Marcus is considered one of the greatest American rock writers of all time, providing a literary legitimacy to rock ‘n’ roll when it was still considered mere pop culture. This 1975 essay on the great girl group records is the perfect example, offering a thought-provoking analysis of the era’s definitive singles.

Sun Records was responsible for some of rock 'n' roll's biggest artists

Memphis' Sun Records was one of the most important labels in American musical history, releasing pivotal records by Elvis Presley, Johnny Cash, Jerry Lee Lewis, Roy Orbison, and countless others.

James Brown was considered one of rock's greatest performers

"The T.A.M.I. Show" is a 1964 film featuring live performances from the biggest names in rock 'n' roll: Chuck Berry, the Beach Boys, and the Supremes. The most memorable performance from James Brown and his band the Famous Flames, is regarded as one of the greatest performances in pop music.

Phil Spector’s ‘Wall of Sound’ revolutionized girl groups—and pop music

The method captured a room of live musicians and transmitted the sound into a basement outfitted with more speakers and microphones. That sound was then sent into the central control room, producing a massive recording that sounded unlike anything else in pop music.

How British youth resurrected overlooked American soul music

Motown released some of the 1960s' biggest soul records and changed the sound of pop music. The label also inspired countless smaller, regional labels that released songs by lesser-known artists that received limited attention. That changed with the rise of British Northern Soul, an underground scene that repurposed these obscure records (including several overlooked Motown releases) for all-night dance parties and, in the process, minted some unexpected American superstars.

Clive Davis was responsible for signing influential artists and superstars, including Patti Smith, Bruce Springsteen, and Alicia Keys.

See Minnelli's iconic performance of 'Maybe This Time' that helped earn her an Oscar

In the film "Cabaret," Minnelli performs the show tune as Sally Bowles, a protagonist embarking on a new love affair in 1930s Berlin. Minnelli's emotive performance and belting vocals helped land her the prestigious acting award.

Between 2002 and 2012, at least 12 people were killed in the Philippines in incidents related to off-key karaoke singing of Frank Sinatra's 'My Way.'

'Voices ought not be measured by how pretty they are. Instead they matter only if they convince you that they are telling the truth.'

- Iconic singer Sam Cooke (1931–1964)

Rudolph Fisher was an incisive writer—and a practicing physician

Fisher was one of the luminaries Langston Hughes cited in "The Negro Artist and the Racial Mountain" and was known as an impressive polymath, writing stories, acting in plays, and practicing medicine. In this deep dive, science writer Harriet A. Washington explores why he's often neglected in modern narratives about the Harlem Renaissance.

Watch some of Bruce Springsteen's most memorable live performances

The Boss is as renowned for his songwriting as his live performances, especially those backed by the E Street Band. Check out some of the most significant cuts from his career on the road, including a legendary 1975 set from London's Hammersmith Odeon credited with breaking Springsteen on the world stage.

'A lot of singers think all they have to do is exercise their tonsils to get ahead. They refuse to look for new ideas and new outlets, so they fall by the wayside.' - Ella Fitzgerald