Urban Outfitters' "Jude" shirt
Urban Outfitters'
Fashion retailer Urban Outfitters prides itself on selling hip, edgy clothing to young people. But in April the company crossed the line when it sold a yellow T-shirt adorned with a six-pointed star that resembled the "Jude" patches of Nazi Germany.

Barry Morrison, regional director of the Anti-Defamation League, wrote an e-mail to Urban Outfitters, arguing: "We find this use of symbolism to be extremely distasteful and offensive, and we are outraged that your company would make this product available to your customers." Within weeks, Urban Outfitters removed the T-shirt from stores.

By Ben Toren @FortuneMagazine - Last updated July 20 2012: 1:00 PM ET
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