His most notable performances were as Cooper Harris in the film EuroTrip (2004), as Bill "Hoosier" Smith in the HBO miniseries The Pacific (2010), and as Deputy U.S.
His breakthrough came as Tim Gutterson in FX’s critically acclaimed series Justified (2010–2015), where he portrayed a skilled marksman and deputy U.S.
In addition to his television success, Pitts delivered a memorable performance as PFC Bill "Hoosier" Smith in HBO's Emmy-winning miniseries The Pacific (2010), which depicted the harrowing experiences of World War II soldiers.
On the big screen, Pitts is best known for his comedic role as Cooper Harris in the cult classic EuroTrip (2004) and his performance as Fisher in the thriller 21 (2008), alongside Kevin Spacey and Jim Sturgess.
Pitts has also made appearances in numerous other acclaimed series, including The Sinner (2017-2021), Sneaky Pete (2015–2019), Homecoming (2018), and The Blacklist (2013-2023).
The award was also presented to Jim Sturgess, Kevin Spacey, Kate Bosworth, Laurence Fishburne, Aaron Yoo, Liza Lapira, and Josh Gad for their parts in the movie.