A key element in his journey from underdog to style god. Though it fluctuates for movie roles, Hill’s weight loss, along with a wardrobe change, cemented his transformation into sartorial god we see today. In an appearance on The Ellen DeGeneres Show, he told DeGeneres “I spent most of my young adult life listening to people say I was fat, gross, and unattractive,” crediting his recent writing and directors stints with helping him tap into that emotion. “It’s only in the last four years writing and directing my movie Mid 90s, that I’ve started to understand how much that hurt and got into my head,” said Hill.