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June 9, 2025 36 mins

In this episode, we delve into the tragic story of Abraham Shakespeare, a Florida man who went from rags to riches — and ultimately to his grave. After winning a $30 million lottery jackpot in 2006, Shakespeare hoped to escape poverty and help those around him. But his sudden wealth attracted vultures.

He vanished in 2009, and suspicions grew around a woman who had inserted herself into his life under the guise of helping him manage his fortune.

We explore how Shakespeare’s generosity became his downfall, how his disappearance unfolded, and the chilling manipulation that led to his death — a cautionary tale about trust, greed, and the dark side of sudden wealth.

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