The Year of Tony Bennett

An Appreciation of the Art and Music of Tony Bennett

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Song of the Day: You Can’t Lose a Broken Heart

The song of the day for Wednesday, November 12, 2025, is “You Can’t Lose a Broken Heart.”

About This Song

“You Can’t Lose a Broken Heart” was written in 1931 by James P. Johnson and Flournoy Earkin Miller. Johnson, a pianist and composer who was also known as a Stride pianist, collaborated with author and producer Flournoy Miller to produce the Sugar Hill revue in 1931 for this song. Armstrong and Billie Holiday recorded “You Can’t Lose A Broken Heart” as a duet with Sy Oliver and His Orchestra in 1949 on the Decca label.

About This Version

Tony Bennett and k.d. lang recorded “You Can’t Lose a Broken Heart” in March 2002 for A Wonderful World. Vocal arrangements were written by Rob Mathes. The album was orchestrated and conducted by Peter Matz, with musical direction and arrangements by Lee Musiker.

“You Can’t Lose a Broken Heart,” as well as A Wonderful World, is available on Apple Music.

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Song of the Day: Don’t Cry Baby

The song of the day for Saturday, April 27, 2025, is “Don’t Cry Baby.”

About This Song

“Don’t Cry Baby” was written in 1929 by James P. Johnson, Saul Bernie and Stella Unger. Johnson was a composer and pianist who, along with Jelly Roll Morton, came into prominence in the era between ragtime and the stride piano techniques in early jazz. Saul Bernie and Stella Unger were both composers who were active in the 1920s. It was first sung by Bessie Smith in 1929. Erskine Hawkins recorded it in 1943; this version reached #1 on the Harlem Hit Parade in 1943 and #15 on the popular charts. Etta James recorded it in 1961 as well.

About This Version

Tony Bennett recorded “Don’t Cry Baby” in May 2001 for Playin’ With My Friends: Bennett Sings The Blues. Rob Mathes wrote the vocal arrangement.

Playin’ With My Friends: Bennett Sings The Blues won the 2003 Grammy Award for Best Traditional Pop Album.

“Don’t Cry Baby,” as well as Playin’ With My Friends: Bennett Sings The Blues, is available on Apple Music.

This is the first recording of “Don’t Cry Baby” from 1929, featuring Bessie Smith on vocals and composer James P. Johnson on piano.

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Song of the Day: You Can’t Love A Broken Heart

The song of the day for Saturday, April 26, 2025, is “You Can’t Lose A Broken Heart.”

About This Song

“You Can’t Love A Broken Heart” was written in 1931 by James P. Johnson and Flournoy Earkin Miller. Johnson, a pianist and composer who was also known as a Harlem Stride pianist, collaborated with author and producer Flournoy Miller to produce the Sugar Hill revue in 1931 for this song. Louis Armstrong and Billie Holiday recorded “You Can’t Lose A Broken Heart” as a duet with Sy Oliver and His Orchestra in 1949 on the Decca label.

About This Version

Tony Bennett and k.d. lang recorded “You Can’t Love A Broken Heart” in March 2002 for their album A Wonderful World, consisting of songs associated with Louis Armstrong. Vocal arrangements were by Rob Mathes. The album was orchestrated and conducted by Peter Matz, with musical direction and arrangements by Lee Musiker.

“You Can’t Love A Broken Heart,” as well as A Wonderful World, is available on Apple Music.

Here’s the 1949 recording of today’s song by Louis Armstrong and Billie Holiday.

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Song of the Day: Don’t Cry Baby

The song of the day for Tuesday, October 29, 2024, is “Don’t Cry Baby.”

About This Song

“Don’t Cry Baby” was written in 1929 by James P. Johnson, Saul Bernie, and Stella Unger. Jimmy Johnson was a composer and pianist who, along with Jelly Roll Morton, came into prominence in the era between ragtime and the stride piano techniques in early jazz. Saul Bernie and Stella Unger were both composers who were active in the 1920s. It was first sung by Bessie Smith in 1929. Erskine Hawkins recorded it in 1943; this version reached #1 on the Harlem Hit Parade in 1943 and #15 on the popular charts. Etta James recorded it in 1961 as well.

About This Version

Tony Bennett recorded “Don’t Cry Baby” in May 2001 for his album Playin’ With My Friends. This recording features Harry Allen on saxophone and Mike Melvoin on the Hammond B3 organ.

“Don’t Cry Baby,” as well as Playin’ With My Friends, is available on Apple Music.

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Song of the Day: You Can’t Lose A Broken Heart

The song of the day for Sunday, August 4, 2024, is “You Can’t Lose A Broken Heart.”

About This Song

“You Can’t Lose A Broken Heart” was written in 1931 by James P. Johnson and Flournoy Earkin Miller for the 1931 revue Sugar Hill. Louis Armstrong and Billie Holiday recorded “You Can’t Lose A Broken Heart” as a duet with Sy Oliver and His Orchestra in 1949 on the Decca label.

About This Version

Tony Bennett and k.d. lang recorded “You Can’t Lose A Broken Heart” in March 2002 for their duet album, A Wonderful World. Vocal arrangements were by Rob Mathes. The album was orchestrated and conducted by Peter Matz, with musical direction and arrangements by Lee Musiker.

“You Can’t Lose A Broken Heart,” as well as A Wonderful World, is available on Apple Music.

Here’s that Louis Armstrong and Billie Holiday recording of today’s song from 1949: