Conversation so far:
What genre of music did Herb Jeffries make?
Herb Jeffries made Jazz and popular music.
Could you name the title of one of Herb Jeffries' songs?
Herb Jeffries' recording of Flamingo in 1940 with Duke Ellington sold more than 14 million copies in its day.

Question: Did he have any other hits?
Self-contained rewrite: Did Herb Jeffries have any other hits besides Flamingo?