4. Jessica & Ashlee Simpson – $158 Million
Jessica Simpson might have played the dumb blond card, but if you take her bank balance into consideration, it’s pretty obvious that she’s far from stupid. Thanks to her music career, and her numerous fashion and beauty business endeavors, her name is synonymous with a multi-million empire. Ashlee had moderate success with her own music career and reality show as well. She also appeared in the Broadway production of Chicago as Roxie Hart. She’s also been involved with some of Jessica’s businesses. Although Jessica is worth significantly more than Ashlee, together they’re still considered two or the richest sisters in Hollywood.
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