Billie Holiday at 100

This show first aired July 30, 2015.

The astonishment about Billie Holiday in her 100th birthday summer is how differently we hear her. Back in the day — in her music, in her autobiography — Lady Day was the full catalog of suffering in a 20th-century underground: abandonment and child prostitution on the way to drink, drug addiction, and death at 44. “The most hurt and hurting singer in jazz,” said the authoritative Nat Hentoff.


But resurrection in art jumps out of the soundtrack here — starting with her breakthrough film with Duke Ellington in 1934, when she sings, at age 19, “Saddest tale on land or sea, was when my man walked out on me.” Then, when we hear Billie Holiday’s recording of “I’ll Be Seeing You,” from 1944, she has stopped at our table in a small club and started speaking directly to us. There’s no other singer who ever made us cheer and cry at the same time. So Billie Holiday stands less for all that pain than for Hemingway’s dictum that a blues hero “can be destroyed but not defeated.”

In Billie Holiday: The Musician and the Myth, the meta-biographer John Szwed (also of Sun Ra, Miles Davis and Alan Lomax) traces the self-invention of an icon and finds the life and art of Billie Holiday running side-by-side with a truth-telling drive that did not quit. In our conversation, Szwed finds that to the end she was “smarter, tougher, funnier” than all but a few knew.


The Lovers, by Jacob Lawrence (1946). 

Five fine singers — Dee Dee BridgewaterDominique Eade, Marissa Nadler, Janice Pendarvis, and Rebecca Sullivan — are guiding us through their favorite Holiday songs: her vocal tricks and the social, emotional resonances of her music. Re-listening with them, we begin to understand and experience not just the Billie Holiday story, but the atmosphere of Harlem streets, nightclubs, and living rooms. We hear an “unflinching” voice and a “sophisticated” new sound in music.

The greatest jazz singer? The perfect jazz singer? Perhaps the only jazz singer that ever lived.

A Very Brief History of the Microphone

Lady Day not only embraced the use of the microphone, she revolutionized it. By bringing the “Harlem cabaret style” into the studio, she helped introduce a more subtle and restrained style of singing to recorded music. Our guest John Szwed gives us the rundown on how Holiday—along with Bing Crosby, Frank Sinatra, Orson Welles, and Johnnie Ray—helped to permanently change the way artists approached the mic. Read the complete story on Medium.

—Zach Goldhammer

Music From The Show

  • “They Can’t Take That Away From Me” (1937)
  • “Symphony in Black” (1935)
  • “Solitude” (1941)
  • “Fine and Mellow” (1939)
  • “Love For Sale” (1945)
  • “Them There Eyes” (1949)
  • “Strange Fruit” (1939)
  • “What a Little Moonlight Can Do” (1935)
  • “Me, Myself, and I” (1937)
  • “No Regrets” (1936)
  • “I’ll Get By” (1937)
  • “I’ll Be Seeing You” (1944)
  • “God Bless The Child” (1955)
  • “Gloomy Sunday” (1941)
  • “Lover Man” (1945)
  • “I’m a Fool To Want You” (1958)
  • “The End of a Love Affair” (1958)
  • “Fine and Mellow” (1957)

You can listen to an expanded playlist here.

Guest List
John Szwed
Anthropologist of sound, sometime professor of jazz history at Columbia and Yale, biographer (most recently) of Billie Holiday: The Musician and the Myth.
Dee Dee Bridgewater
Grammy Award-winning jazz singer and Tony Award-winning actress. Her latest album is Dee Dee's Feathers.
Dominique Eade
Composer, singer, and educator currently teaching at the New England Conservatory. Her latest CD is Whirlpool.
Marissa Nadler
Acclaimed singer, songwriter, guitarist, and painter. Her latest record, out on Sacred Bones, is called July.
Janice Pendarvis
Songwriter and singer of 20 Feet From Stardom fame. She is presently an associate professor at the Berklee College of Music in Boston.
Rebecca Sullivan
Singer and performer based in New York City. Her latest record is titled This Way, This Time.

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