In the world of sudden fortune, the story of Abraham Shakespeare stands as a stark cautionary tale. Winning $30 million in the Florida lottery in 2006 should have been a dream come true. Instead, it turned into a nightmare. Three years later, Shakespeare vanished, leaving behind a trail of unanswered questions and a cloud of suspicion. This Friday, ABC’s “20/20” takes a fresh look at the case, gaining access to a key figure in the mystery.
Shakespeare, known for his generosity after his win, shared his newfound wealth with friends and family. But his good fortune seemed to attract the wrong kind of attention. Dorice “Dee Dee” Moore, a self-proclaimed financial advisor, entered Shakespeare’s life, promising to help him manage his money. She quickly became a central figure in the investigation following his disappearance. In an exclusive phone interview with ABC News senior national correspondent Matt Gutman, Moore offers her perspective on the events surrounding Shakespeare’s vanishing act.
The “20/20” episode also features interviews with a range of individuals connected to Shakespeare, including prosecutor Jay Pruner, detectives David Clark and Greg Thomas, and former undercover officer Mike Smith. Shakespeare’s second cousin, Ashley McMillian, along with his former girlfriend, Sentorria Butler, and childhood friend, Greg Massey, provide more personal accounts. Author Deborah Mathis, who wrote “Unlucky Number” about the case, and former Lakeland Ledger reporter Melissa Green contribute further context.
Will Moore’s interview shed new light on this cold case? Tune in to “20/20” this Friday, April 18th, from 9:01-11:00 p.m. EDT on ABC to find out. The episode will be available to stream on Hulu the following day.
