- In college he studied improvisation and comedy writing with the Upright Citizens Brigade Theatre.
- Was hired right out of college by Tina Fey as a writer on 30 Rock.
- Was nominated for a Writers Guild award for best comedy series for season three of 30 Rock.
- After leaving 30 Rock, he ended up winning the role of Troy on NBC's Community in 2009.
- A founding member of the Internet sketch comedy group DERRICK Comedy, he wrote and produced the group's first film, Mystery Team (2009).
- Has rapped under the name Childish Gambino and has released mix tapes.
- Started a Twitter campaign to audition for the role of Peter Parker in the 2012 reboot of the Spider-Man franchise.
- Received the Rising Comedy Star of the Year award in 2010 at Montreal's Just For Laughs Comedy Festival.