Gained wide recognition for his roles on the television series The Walking Dead, Supernatural, and Grey's Anatomy. He also played the role of The Comedian in the 2009 film Watchmen.
He was a basketball player in high school and college and was later employed as a graphic artist.
He played Judah Botwin on the television series Weeds and he portrayed Jason Crouse on The Good Wife from 2015 to 2016.
He married actress Hilarie Burton in 2019. They have a son named Gus and a daughter named George together.
He was briefly engaged to his Weeds co-star Mary-Louise Parker in 2008.