Conversation so far:
What can you tell me about Jack Benny's characters?
Jack Benny played himself. Benny is a comic, vain, penny-pinching miser, insisting on remaining 39 years old on stage despite his actual age, and often playing the violin badly.
what other Personas did Jack Benny have besides himself?
He played one role throughout his radio and television careers, a caricature of himself.

Question: Did he like the characters that he played?
Self-contained rewrite: Did Jack Benny like the characters that he played?