Douglas Philbrook

Douglas Philbrook is a new Freshman (Grade 9) at Canby High School. He has a foreign ascent. He is also into playing video games and watching TV. In the beginning of the series, he is mentioned by the teachers in the Gym. He is best friends with Cody Connuchi and Eric Garcia. He is good friends with Jeffrey Frazelle and Daniel Tucker. He is also friends with Andrea Garcia.

Freaky Freshmen
In Chapter 1: Freshmen Day, he is mentioned by the teachers in the Gym going to Group 7.

In Chapter 5: The Lunch Bunch, he is first seen walking to a table during Lunch along with Daniel, Eric, and Cody meeting up with Jeffrey, Hunter, and Heather. He mentions how it's been a long time since he and his friends including Jeffrey and Daniel have all been in the same room together. He also listens to Jeffrey and Hunter talk about the first time they met.

In Chapter 8: Band Practice, he is seen in the Band Room with Willie Walls, Garrett Jackson, and Daniel when Dakota Tice walks in on them. After they get to know Dakota, Mick walks in and talks to them for an even longer while. During Lunch, they are trying to figure out what instruments they are going to play, but Douglas leaves the room after being told he can't sing and is later replaced by Heather.

In Chapter 10: Trouble Makers, he is seen in Mrs. Sesser's Math Room talking to Cody, Eric, Andrea, Jack, and Willie. He watches the conflict between Willie and Mrs. Sesser. When he gets called to the Principal's Office in 6th Period, he tells the Principal that Willie was faking the injury when Willie accused Mrs. Sesser of burning his hand on the light projector.

In Chapter 14: Detention Hall, he is seen getting into a fight with Willie after Willie causes another classroom incident. This time, Willie took Douglas' energy drink, shook it, and put it on Miss Calkins' desk, lying by saying that someone bought it for her, and she gets sprayed in the face. This causes them to go into Detention and even the principal's office after their fight. He later faces Willie in a Battleship Game in Detention without the teacher knowing.