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Judy Garland, famed for her iconic role in The Wizard of Oz, earned an estimated $40 million throughout her career. Yet, by the time of her death at 47, she was left with a mere $40,000. Garland's issues were compounded by her struggles with addiction and the mismanagement of her finances by unscrupulous advisors. Her escalating debts, amounting to $4 million, marked her tragic fall from grace as she struggled to find work and make ends meet.