Jackson starred as Charlie Conway in The Mighty Ducks, which is also referenced in a meta-comment on Dawson's Creek. During Dawson's Creek, Jackson starred in Cruel Intentions and The Skulls. Following the conclusion of Dawson's Creek, Jackson worked on various projects and later went on to star on FOX sci-fi drama Fringe from 2008-2013. From 2014-2019 Jackson starred as Cole Lockhart on Showtime series The Affair. In 2018, Jackson starred with Lauren Ridloff in the Broadway revival of the Tony Award-winning 1979 play "Children of a Lesser God".
- Pacey Con (2010)