Anna Nicole Smith gained significant publicity after marrying the much older billionaire J. Howard Marshall in 1994. Prior to this, she was married to Billy Wayne Smith from 1985 to 1993. Her fame soared when she was chosen by Hugh Hefner to appear on the cover of Playboy and was named the 1993 Playmate of the Year. Smith also starred in the E! reality show "The Anna Nicole Show," which further cemented her status as a pop culture icon. Despite her public success, she had a challenging start, having failed to graduate high school and initially working in the food industry.