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Trainor had been Senior VP and General Manager, Entertainment for AOL's Huffington Post Media Group. At AOL, he ran a variety of entertainment properties, including AOL Music, AOL TV, Moviefone, Huffington Post Entertainment, Huffington Post Celebrity and Huffington Post Comedy.
Prior to AOL, Trainor was co-founder and CEO of FlipGloss Media, which was acquired by Forbes in 2009.