Bobby is a friend and classmate of Max's. He appears to have a surfer bum appearance, as he is usually seen in a T-shirt, shorts, sandals, and sunglasses. He also had an orange mohawk in A Goofy Movie and a orange buzz cut in An Extremely Goofy Movie. It seems he uses his A/V connections to do favors for other students, as he mentions a required fee to help Max. Bobby is also known for his obsession with canned processed cheese, and he will eat it directly from the can.
In A Goofy Movie, he is apparently one of the Audio/Visual students. In exchange for a fee, a can of Cheddar Whizzy, he helps Max and P.J. to hijack the auditorium stage during Principal Mazur's end of school speech. While Max performs, and P.J. films, Bobby handles the technical aspects, which include getting rid of the Principal and lowering a giant screen, where the film plays. Later, Max trips over a cord, and ends up onstage in front of the entire student body. Max continues his performance, and Bobby uses a fire extinguisher to create a smoke effect. However, the boys are caught by Mazur and sent to his office. Bobby is the second of the boys to be called into the office, but what punishment he was given is unknown.
At the end of the film, he is one of the guests at an end of school party hosted by Stacey, the student body president. There, Bobby watches Max and Goofy dance onstage with Powerline. At one point, he sprays Cheddar Whizzy all over Stacey and Roxanne, and when he and Stacey both reach for the dropped can, the two share an intimate moment where their eyes meet and smile at each other.
Disney Adventures comic
After the release of A Goofy Movie, Bobby appears in a Goof Troop comic strip published in the in the October 1995 issue of Disney Adventures. In the story, "My Hero", after Max gets the idea of wanting to heroically rescue Roxanne from some perilous situation, Bobby is seen after school skateboarding down the sidewalk towards Max and P.J. As the other two brainstorm ideas on how Max can save Roxanne, Bobby slips on his skateboard and falls on the ground behind them.
The next day at school, the three boys put their first rescue plan in motion. Of the three, Bobby is the least thrilled about it and says that Max owes him for what he is about to do. Dressed in his lunch as "Spaghetti Man", Bobby distracts Roxanne, Stacey, and other girls in the cafeteria as P.J. secretly attempts to tie Roxanne's shoelaces together so that she'll trip and fall into Max's waiting arms. However, as Bobby washes the spaghetti out of his hair into a trash can, it is shown that P.J. had instead tied Stacey's shoelaces by mistake, causing the plan to backfire.
Later, the boys try another plan, this one involving Bobby hiding in a tree dressed in a gorilla suit. While waiting up in the tree, Bobby declares that Max's debt is now doubled. When Roxanne comes by, the plan begins to work as Bobby, in full costume, swoops down on a rope, scaring her. But when the branch his rope is tied to breaks, Bobby falls and is caught by Max, stating that Max is no longer in his debt after having saved him.
In the boys' final attempt, Bobby looks nervously at a fake python that he, Max, and P.J. stash in the school's Biology lab. The three exit the lab and try to look "casual" when Roxanne passes them on her way into the lab. They then wait for Roxanne to notice the fake python and Bobby looks on as Max re-enters the lab to "save" her. When P.J. and Bobby think that Max has succeeded, they high five each other victoriously, and Bobby tells P.J. to get ready to take a photo of Max as a hero. However, because Max had fainted at the sight of a real python in the lab, Roxanne had to save him from the snake with her perfume spray, and carries Max out of the lab in her arms, much to Bobby's and P.J.'s confusion.
In the sequel, Bobby has a larger role as Max's friend and College X-Games teammate. Now a high school graduate, Bobby starts to attend college with Max and P.J. at which the three plan to compete in the upcoming College X-Games competition. The three make it past the qualifying rounds, but in the semi-finals, they lose P.J. to a stunt pulled by a competing team, the Gamma Mu Mu fraternity. Bobby and Max are almost disqualified for not having enough members, but Max convinces Goofy to join at the last minute. Bobby is taken out of competition when one of the Gammas sabotages his bike and makes him crash. In the end, Bobby's team wins thanks to Max, Goofy, and Gamma member Tank.
As Stacey (like Max's love interest Roxanne) does not appear in this movie, it can be inferred that any potential romance between her and Bobby probably did not pan out since Bobby, in this movie, attempts to flirt with the Beret Girl before she turns him down for P.J.
- Ever since his first appearance in A Goofy Movie, Bobby's last name has been misspelled by fans as "Zimmeruski" quite often, as Bobby's last name was never written in the credits of either movie. The movie's script spells his last name as "Zimmerooski", but also contains some minor dialogue differences from the finalized version of the movie. In the DVD subtitles, the Amazon Video closed captions, and the official European comic book adaptation of A Goofy Movie, it is spelled as "Zimuruski". As all three of those are sources that have seen official release to the public, it stands to reason that "Zimuruski" is the finalized official spelling of the name.
- However, in the English-translated version of the European comic—which came packaged with the VHS release of A Goofy Movie in the United Kingdom—as well as in at least one French storybook of the movie, Bobby's last name is inexplicably misspelled as "Zimurinski".
- Bobby, along with P.J., are notably the only characters to not appear on House of Mouse.
- In An Extremely Goofy Movie, Bobby makes a reference to his actor, Pauly Shore when he says "Bu-Udy".
- In An Extremely Goofy Movie, Bobby's outfit for most of the movie is almost identical to that of Shaggy Rogers from the Hanna-Barbera cartoon franchise Scooby-Doo.
- In An Extremely Goofy Movie, Bobby is never seen with a can of Cheddar Whizzy, but does express a love for a double cheese pizza.
- Bobby has many similar aspects to a Stoner. Coincidentally, Pauly Shore portrayed a character with a similar name, Stoney in Encino Man.
- Bobby is seemingly the first Disney character to ever question why he and others are always wearing gloves, as shown in An Extremely Goofy Movie.