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Powerball Winner Spends $9 Million To Bail Boyfriend Out. Marie Holmes, the $188 million Powerball lottery jackpot winner from February’s drawing, has spent millions on bailing her boyfriend out of jail. She’s been in trouble since winning all that money in spite of her intentions to put the money to good use. When she first won the jackpot, she said she wanted to be sure that her children never had to worry about their futures, donate some to charity, and find a nice home somewhere.