Bobby Short singing any Gershwin (my grandmother grew up on the same block in Morningside Heights) or Cole Porter song. I once passed him on 55th Street, but never heard him at the Carlyle.
I second Roberta Flack singing "Killing Me Softly." The un-Peggy-Seeger backstory, of a 20-year-old singer writing about Don McLean and having her songwriting manager take credit for the song, is at https://en.wikipedia.org/wiki/Killing_Me_Softly_with_His_Song and in detail in a Jan. 24, 2020, WaPo article.
Oh easy...first place is Randy Newman singing "Marie". It has it all, love and regret and remorse.
https://www.youtube.com/watch?v=MsccG8OYKnk
Bobby Short singing any Gershwin (my grandmother grew up on the same block in Morningside Heights) or Cole Porter song. I once passed him on 55th Street, but never heard him at the Carlyle.
I second Roberta Flack singing "Killing Me Softly." The un-Peggy-Seeger backstory, of a 20-year-old singer writing about Don McLean and having her songwriting manager take credit for the song, is at https://en.wikipedia.org/wiki/Killing_Me_Softly_with_His_Song and in detail in a Jan. 24, 2020, WaPo article.