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4. Taylor Swift

Even before she became famous, Taylor lived the good life. She vacationed in the Swift beachfront home in New Jersey and mixed with the who’s who in the world of big business and finance. Her dad is a successful financial advisor and her mother is a mutual fund marketing exec. In fact, daddy dearest partially funded the record label that launched Swift into the success (and wealth) she enjoys today. That doesn’t detract from her talent, but it certainly didn’t hurt.


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