Allstate Man – Dennis Haysbert

Net Worth: $20 Million
Dennis Haysbert had a successful run as the Allstate pitchman, but he’s also got a pretty accomplished acting career under his belt. You may recognize him as the lovable (and terrifying) Pedro Cerrano in Major League and Major League 2, or as the President of the United States who Jack Bauer was always trying to keep out of danger on 24.