Jerry Mathers – 71 – $3 MILLION

Best known as Theodore “Beaver” Cleaver, Jerry Mathers is an icon of his time. Well-loved by many, he managed to be one of the favorites in Leave It to Beaver. He managed to stay in the show for six years. Aside from the series, he also made several film projects such as This is My Love, Men of the Fighting Lady, and Trouble with Harry. Though his career was doing great, he eventually considered retirement as he opted to finish his education.

With what he was earning as an actor prior, student loans were not an option for him. He joined the United States Air Force Reserve and attended the Vietnam War. After the war, he continued to study in University of California, Berkeley. He finally achieved a bachelor’s degree in philosophy. He reentered the Entertainment industry in 1978. Today, he is still active on stage.