7. Oprah Winfrey
In 2006, Oprah was the target of an extortion attempt of $1.5 million. According to ABC News, a man named Keifer Bonvillain “threatened to expose tape recordings of conversations that he claimed reveal behind-the-scenes shenanigans at Winfrey’s production company.” He had struck up a friendship with one of Winfrey’s employees and tape recorded hours of conversation which he planned to use in his tell-all book “Ruthless”. Bonvillain was arrested, but the charges were dropped and he later sued Winfrey for $180 million for falsely accusing him of extortion.
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