Hal Holbrook – 99
Primarily an actor and director, Holbrook’s career has been steadily maintained for over 5 decades. His first gig was in 1954 when he portrayed Mark Twain in a stage play. Holbrook’s first time playing this character was when he was a student. For his exemplary performances over the years, Holbrook won multiple Emmy and Tony awards. Some of his best-known work include ‘Lincoln’, ‘The Sopranos’, and ‘Sons of Anarchy’. To show for it, Holbrook has a $5 million net worth that is still growing to this date as he continues acting.