Jackson is perhaps best known for his many, many bit parts in comedic television, but his more notable roles include Kevin Cozner (husband to Andre Braugher's Holt) on FOX's Brooklyn Nine-Nine and attorney Trevor Nelsson on NBC's Parks and Recreation.
Outside of television, Jackson has appeared in the films The Kings of Summer, 22 Jump Street, and Kong: Skull Island.
He's also a frequent podcast personality, having provided the voice of Sparks Nevada on every episode of The Thrilling Adventure Hour podcast, and appeared in an episode of Welcome to Night Vale. He hosts The Good Place: The Podcast and the official podcast for Brooklyn Nine-Nine.
- The Thrilling Adventure Hour (2011–present) as Sparks Nevada
- The Kings of Summer (2013) as Mr. Keenan
- Parks and Recreation (2013–2015) as Trevor Nelsson
- 22 Jump Street (2014) as Dr. Martin P. Murphy
- Nick Offerman American Ham (2014) as An Intellectual Property Attorney
- Brooklyn Nine-Nine (2014–2021) as Kevin Cozner
- Welcome to Night Vale (2014) as Marcus Vanstonnote
- The Spoils Before Dying (2015) as Kermit Biggs
- The Good Place (2017–2020) as Shawn
- Kong: Skull Island (2017) as Steve Woodward
- Jumanji: Welcome to the Jungle (2017) as Principal Bentley
- GLOW (2017–2020) as Gary the Butler
- DuckTales (2017) (2017–2021) as The Buzzards (primarily Bradford Buzzard)
- The Baby-Sitters Club (2020) (2020–2022) as Richard Spier
- Central Park (2020-present) as Anton
- We Bare Bears: The Movie (2020) as Agent Trout
- Transformers Earthspark (2022) as Agent Schloder
- Digman! (2023) as TBA