April 14, 2021 Pete Rose – Pete was known as "Charlie Hustle" on the baseball field for pushing his efforts to the limit in whatever he did. That attribute may have helped him between the lines, but also led to his downfall due to gambling and tax problems. Rose's failure to report almost $355,000 in memorabilia and autograph income cost him $162,000 in back taxes, interest, a $50,000 fine, and five months in jail. His 1990 plea to those lesser charges saved him from potentially more serious tax evasion charges regarding gambling winnings. Unfortunately, Rose pushed the limits again, resulting in a 2004 lien for almost $1 million in back taxes.