Brewster attended Edgewater High School in Orlando, Florida, where he played both sides of the ball, and was named All-State 6A in his senior season, 2007.

Brewster also earned All-American honors by USA Today, Parade, and EA Sports.

[6] In his true freshman year, Brewster replaced the injured Jim Cordle at center, and his 49 consecutive starts is the 2nd longest streak at Ohio State and is one game shy of tying the all-time school record of 50.

"[7] After his senior season at Ohio State, however, he was only projected as a late round pick and potential backup center.

[14] Brewster joined Western Michigan and Bowling Green for the 2018 and 2019 season respectively as a graduate assistant.

Brewster then reuninted with former Ohio State football coach Luke Fickell at Cincinnati, beginning in 2020 on the defensive staff before shifting to offense in 2021.