In this episode, we explore the extraordinary and heartbreaking story of Abraham Shakespeare — a working-class man who won a $30 million Florida lottery jackpot, only to disappear under mysterious circumstances just a few years later.
We dive into the timeline of Shakespeare’s life after his big win, the people who entered his circle, and the chilling events that led to his tragic death.
This story isn’t just about luck gone wrong — it's a sobering look at greed, betrayal, and the dark side of sudden wealth.
Abraham Shakespeare’s life before the lottery: a modest man with simple dreams
How winning $30 million changed everything — and everyone around him
The key figures who entered Abraham’s life post-win
The manipulation, schemes, and financial exploitation he faced
The shocking discovery of his disappearance — and what investigators uncovered
The arrest and trial of Dee Dee Moore, and the shocking details of her deception
Lessons from Abraham's story about trust, vulnerability, and the hidden dangers of overnight wealth
News coverage from The Tampa Bay Times and ABC News
Court documents and trial testimony regarding Dee Dee Moore
Interviews with family members, investigators, and legal experts
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And remember — navigating life’s highs and lows is never easy, especially when trust is broken. If you’re looking for support, BetterHelp can connect you with a licensed therapist from the comfort of your own home.
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