Principal Crosby Strickler (voiced by Wallace Shawn) is the archetypal mean-spirited and yet incompetent school principal. He despises dogs due to an incident he had with one in fourth grade, and his cat, Tallulah is more than aware that Scott who is a dog by always hissing and scratching whenever he is near. He will not rest until every child in East-Westland has gone to his school.
- Strickler shares the voice actor, occupation, and personality traits of Principal Mazur of A Goofy Movie.
- He is the third Disney character to be voiced by Wallace Shawn The others are: Principal Mazur (as mentioned above) and Rex (from the Toy Story series).
- He hires Scott as Junior Deputy Vice Principal in one episode.
- He owns an RV, as shown in the movie.
- Principal Strickler mentions in "Tallulahpalooza" that his mother is still living.