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

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.

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.

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 Diana Ross star in 'Lady Sings the Blues,' a biopic about Billie Holiday produced by Motown.

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.

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.

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.

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

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."

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

In a 1958 essay for Ebony magazine, Sinatra wrote about the impact that Black music had on him, writing that "it is Billie Holiday, whom I first heard in 52nd Street clubs in the early 1930s, who was and still remains the greatest single musical influence on me. It has been a warm and wonderful influence, and I am very proud to acknowledge it."

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.

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.

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.

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.

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.

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.

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.

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.

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.

'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.

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

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.

Minnelli's acting career began as a toddler

Her first film appearance was at age three in 1949's "In the Good Old Summertime," which starred her mother, Judy Garland. Minnelli's stage debut came not long after, at the age of 10. At age 19, she'd made her Broadway debut in "Flora, the Red Menace," and landed a Tony Award for the performance.

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.

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.

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

The Boswell Sisters were the precursors to the American girl group

The jazz trio, popular in the '20s and '30s, doesn't share much in common with the sounds of the well-known pop-oriented girl groups, but the sisters' prominence in a male-dominated industry provided an early example for later groups. Check out their appearance in the 1932 film "The Big Broadcast," performing the song "Crazy People."

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.

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.

'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.

Duke Ellington's 'Harlem' takes listeners on a stroll through the neighborhood

"Sir Duke" was one of the Harlem Renaissance's major musicians, recording several songs that would become jazz standards. 1950's "Harlem" is an ode to the neighborhood, alternating styles (including a Latin groove and a New Orleans funeral dirge) to pay homage to the diverse cultures that populate it.

Watch Bill Haley bring rock 'n' roll to mainstream America with his first performance on 'The Ed Sullivan Show.'

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.

Hughes' 'Black Nativity' reworked the Christmas story through jazz improvisation

Although he’s primarily known as a poet, Langston Hughes was also a popular playwright. One of his most inventive works is the 1961 stage show “Black Nativity,” which told the story of Christ’s birth with an all-Black cast. Hughes’ original script encourages improvisation, calling on his love of jazz, and includes 27 songs.

'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.

Liza Minnelli debuted her signature pixie cut in the mid-1960s, transforming her into a style icon

In addition to her performances, Minnelli is known for her glitzy outfits and short black haircut. After starting out with a more conventional look, her style evolved into something more extravagant, mirroring the boldness of her performance and public persona.

Billboard's first No. 1 single was Tommy Dorsey Orchestra's 'I'll Never Smile Again'

The song was No. 1 on Billboard’s Best Selling Retail Records chart, the predecessor to the Hot 100. The chart only measured record copies sold, excluding other indicators of popularity, like sheet music sales or jukebox plays, that were used on other charts.

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.)

‘A Raisin in the Sun’ made history in 1959

The play was the first on Broadway written by a Black woman. Lorraine Hansberry, the playwright, was 29 when it debuted at the Ethel Barrymore Theatre on March 11, 1959.

Few realized Connee Boswell used a wheelchair

The original American girl group, the Boswell Sisters, toyed with jazz standards by experimenting with challenging renditions. The group became a popular radio act during the 1920s and 1930s, with few of their fans aware that group leader Connee Boswell used a wheelchair.

In 1956, Althea Gibson became the first Black Grand Slam champion

From 1944 to 1956, Althea Gibson dominated the American Tennis Association circuit, all while Jim Crow laws denied her entry into tournaments or even a hotel room like her fellow white competitors. This Wimbledon video shows her experience becoming the first Black woman to play the tournament in 1951, and meeting Queen Elizabeth II in 1957 when she won.

Augusta Savage's masterpiece was destroyed after a limited exhibition

"Life Every Voice and Sing," sometimes called "The Harp," debuted at the 1939 New York World's Fair. Based on the James Weldon Johnson poem (and eventual unofficial Black national anthem) of the same name, the massive, 16-foot-tall sculpture depicted a kneeling Black man holding a bar of music in front of 12 chorus singers. After the fair ended in 1940, Savage was unable to pay to preserve it, so it was destroyed.

Watch the 1956 jukebox musical movie, 'Rock, Rock, Rock!,' an early rock 'n' roll artifact featuring Chuck Berry, Frankie Lymon, and others.

Musician Gladys Bentley defied gender norms during the Harlem Renaissance and was openly gay, even though homosexuality was still widely considered taboo.

'Over the Rainbow' became a widely covered standard

Judy Garland’s original 1939 version won the Academy Award for best original song, though it never appeared on the Billboard pop singles chart (which didn’t appear until 1940). Twenty different versions of the song by other artists—including Willie Nelson, Patti LaBelle, and Israel "Iz" Kamakawiwo'ole—have appeared on numerous Billboard charts.

Ingrid Bergman's first film role was as an extra in the 1932 Swedish film 'Landskamp.'

Eleanor Roosevelt's 1941 flight with a Black pilot helped legitimize the Tuskegee Airmen program

During a 1941 visit to the Tuskegee Institute, Roosevelt ignored protests from her Secret Service detail and flew for an hour over Alabama with chief instructor Charles Alfred Anderson. Photos of the flight were shared nationwide and helped advance the case for Black pilots in combat.

The Harlem Globetrotters played their first game in 1927

Black players were not permitted on the existing professional basketball teams, but Abe Saperstein—the team's original coach, owner, manager, and sometimes player—leaned into the team's all-Black roster, nodding to New York's historically Black neighborhood even though the team didn't play there until the late 1960s.

Jackie "Moms" Mabley was the first woman to headline solo at the Apollo Theater

The comic's act was based on a classic archetype: the fed-up mother who was going to tell it to you straight. She perfected her craft on the Chitlin Circuit, where she became a cultural icon in the Black community, and then had significant mainstream success starting in the 1960s.

Buddy Bolden assembled the first jazz ensemble

The New Orleans cornetist was a legend in the city, sometimes referred to as "king," for his electrifying performances, which captivated local dance halls by blending ragtime, blues, and gospel music. Unfortunately, recording technology was limited at the time, so there are no recordings of Bolden, though the song "Buddy Bolden's Blues" remains a standard to this day.