Conversation so far:
Was Red on radio?
A radio advertising agent was a guest at one of his banquet performances and recommended Skelton to one of his clients.
Did he do ads on radio or shows?
Skelton went on the air with his own radio show, The Raleigh Cigarette Program.
Was the show popular?
The bandleader for the show was Ozzie Nelson; his wife, Harriet, who worked under her maiden name of Hilliard.

Question: How was his personal life?
Self-contained rewrite: How was Red Skelton's personal life?