How many hits did Tommy Dorsey have?

Q. How many hits did Tommy Dorsey record? What was the most popular?

A.  The great Tommy Dorsey had seventeen number one hits with his orchestra in the 1930s and 1940s including: "On Treasure Island", "The Music Goes 'Round and Around", "You", "Marie" (by Irving Berlin), "Satan Takes a Holiday", "The Big Apple", "Once in a While", "The Dipsy Doodle", "Our Love", "All the Things You Are", "Indian Summer", and "Dolores".

He had two more number one hits in 1935 when he was a member of the Dorsey Brothers Orchestra: "Lullaby of Broadway", number one for two weeks, and "Chasing Shadows", number one for three weeks.

His biggest hit was "I'll Never Smile Again", featuring Frank Sinatra on vocals, which was number one for twelve weeks on the Billboard pop singles chart in 1940. "In the Blue of Evening" was number 1 on the Billboard pop singles chart in 1943.