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Lindsay Lohan
Former child star, Lindsay Lohan, was at the peak of career success during her teenage years. She featured in highly successful teenage hits such as The Parent Trap and Mean Girls. As is the case with most child stars, Lohan dropped into a life of addiction and later on found roles increasingly tricky to land. Despite her Hollywood dry spell, Lohan still maintained a lavish lifestyle and moved to London, where she lived in a $103,000 a month apartment. At one point, she was so broke that she publicly begged for a handout with Charlie Sheen donating a cool $100,000.