He also made three brief appearances on NBC's Community, on which his Derrick Comedy co-star Donald Glover plays a main character, as a Greendale Gazette member.

[1] Pierson, along with other Hammerkatz alumni Donald Glover, Dominic Dierkes and Dan Eckman, formed the group Derrick Comedy after meeting at NYU.

Pierson co-wrote Derrick Comedy's first feature-length film, Mystery Team, in which he also plays a self-described boy genius named Duncan.

[4] His book came to a broad audience when he personally answered a high school student's questions regarding the work on Yahoo!

The author's reply to the student was first recognized by Techcrunch,[5] and this coverage helped encourage more users to buy and read his book.

Pierson was featured on both of Childish Gambino's "I Am Just a Rapper" mixtapes, contributing verses to three different songs, "49ers (Orange Shirt)", "The Truth (Goth Star)", and "Different (Feel It All Around)".