"The Music Man" wins six Tony Awards 1958

Meredith Wilson's musical comedy The Music Man, which debuted on Broadway in 1957, took home five Tony Awards at the 12th annual ceremony held April 13, 1958.  It won:

Best Musical

Best Actor in a Musical for Robert Preston

Best Supporting Actor in a Musical for David Burns

Best Supporting Actress in a Musical for Barbara Cook

Best Conductor and Musical Director for Herbert Green

It had been nominated for 

Best Supporting Actor in a Musical for Iggie Wolfington

Best Director for Morton DaCosta

Best Choreography for Onna White

Best Stage Technician for Sammy Knapp

Helen Hayes won her second Best Actress in a Play Tony for her performance in Time Remembered.

Anne Bancroft won her first Tony for Best Supporting Actress in a Play for her performance in Two for the Seesaw.

1st Grammy Awards 1959

The very first Grammy Awards ceremony was held May 4, 1959 in Los Angeles.  Ella Fitzgerald won two Grammys: Best Jazz Performance, Individual for her recording Ella Fitzgerald Sings the Duke Ellington Songbook; and Best Vocal Performance, Female for her recording of Ella Fitzgerald Sings the Irving Berlin Songbook.  

Henry Mancini won Album of the Year and Best Arrangement for The Music from Peter Gunn.  The Champs won Best Rhythm and Blues for Tequila.  The Music Man won Best Original Cast Album.  

The Chipmunk Song (Christmas, Don't be Late) won three Grammys: Best Recording for Children, Best Comedy Performance, and Best Engineered Record - Non-Classical.