In 2009, Hill directed The Avett Brothers music video "Slight Figure of Speech," which featured Wolfe and Andy Daly. The following year he directed the parody music video Swagger Wagon as part of ad agency Saatchi & Saatchi's campaign for the Sienna SE minivan from Toyota.
In 2009, Hill co-created the HBO show Eastbound & Down, on which he acted as Executive Producer and directed a total of 16 episodes. The show finished its fourth and last season in 2013.