Don Rickles – Navy

Often dubbed as the best insult comedian around the globe, Don Rickles joined the U.S. Navy right after graduating from high school in 1941. For the next five years, he served as a seaman at the torpedo boat tender USS Cyrene before he got discharged with honors in 1946. Once he got back to the land, Rickles enrolled at the American Academy of Dramatic Arts, but instead of acting, he eventually started working as a stand-up comedian. Unfortunately, Rickles passed away earlier in 2017  due to kidney failure at the age of 90. The details of his will and testament remain private, but it is reported that the actor left around $30 million in his savings account.