Al Jolson

Al Jolson was a singer, comedian and actor, once dubbed "The World's Greatest Entertainer". Jolson was also a prominent protester for racial equality.

History
When Homer demonstrated outsideSpringfield Nuclear Power Plant Mr. Burns told Smithers that he hasn't seen anything like that since Jolson, and asked him who Homer was.

Mr. Burns wanted Waylon Smithers, Jr. to get Al Jolson for a private concert for himself and Marge. Smithers reminded Burns that he was dead last time he asked that, then Burns remembered and told him to get.

Non-canon
After King Homer climbs a large building Mr. Burns informs Smither's that his career was over, he remembers "when Al Jolsen ran amok and climbed the Chrysler Building, after that he couldn't get arrested in this town".