5. Jessica Simpson
Jessica Simpson had an endorsement deal with her own clothing line, as most famous people do when they put their name on a product. Even if the deal is unofficial, it’s just bad business to promote someone else’s clothing line when you have your own. In a partnership with Tarrant Apparel Group, Simpson created JS by Jessica Simpson and Princy jeans and apparel, which are low-priced lines from the Jessica Simpson brand. However, it has been reported that Jessica refused the wear the clothing at events or on the red carpet. She even stated that True Religion was her favorite pair of jeans, so Tarrant sued her for $100 million. Once the suit was settled, Tarrant gave Jessica Simpson back her license to design. Simpson’s clothing, shoe and purse empire was on to $750 million in 2010.
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