Quick note: I misspoke in the episode and said Abraham took home $11 million, he actually took home closer to $17 million after choosing the lump sum. Either way… we’re still talking about millions. Just wanted to correct that here. 🖤

Abraham Shakespeare went from earning minimum wage to becoming a multi-millionaire overnight after winning the Florida lottery. But what should have been a life-changing moment quickly turned into something far more complicated.

As the money came in, so did the pressure. Requests. Lawsuits. People showing up, asking for more. And over time, Abraham began to withdraw from the world around him.

By 2009, those closest to him realized something wasn’t right. Months had passed without anyone hearing from him. And when police finally stepped in, what they uncovered would reveal a calculated pattern of manipulation, financial control, and ultimately, murder.

In this episode, we walk through the life of Abraham Shakespeare, the investigation that followed his disappearance, and how one woman positioned herself at the center of it all.

🎧 Macabre Mondays is a true crime and paranormal podcast hosted by Alejandra and her husband Tom. Each week, storyteller and spooky enthusiast Ale unpacks some of the most haunting cases she’s researched, dragging her husband along for the ride, whether he’s ready for it or not. He’s hearing it all for the first time… just like you.

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Disclaimer: Macabre Mondays is a true crime and paranormal podcast created for informational and entertainment purposes only. All information discussed in this episode has been compiled from publicly available sources, and while we strive for accuracy, we cannot guarantee that every detail is complete or free of error. The views and opinions expressed are those of the hosts and do not represent any law enforcement agency, court, or official organization. This content may include graphic descriptions of violence, which may not be suitable for all audiences. Listener and viewer discretion is advised. Macabre Mondays does not condone or glorify criminal behavior.