He is voiced by Doug Giorgis.
Already at the beginning of the story, it becomes apparent Bobby is a jerk by the way he tries to frighten Dogen with his story about the lake monster.
Before reaching the Coach's class, Raz meets Maloof, who gives him the Smelling Salts, an item used to escape from mental realms. Bobby drops in on them (flanked by his henchman Benny) planning to beat up Maloof, but Raz stands up for him. Needless to say, Bobby does not appreciate this display of bravery. Bobby much later stops bullying Maloof, but only after a thankful Mikhail threatens to horribly maim him for it near the parking lot.
In Basic Braining, when Raz and Bobby are stuck in front of a flame together, Bobby kicks his colleague off a platform, irritated by the entire exercise. He then proceeds to taunt him by doing an odd little dance. Later in the level, he tries to shoot Raz with the bunker gun, and then blocks his path on a rail, only to be simply punched off by Raz, who further gets back at him by taunting him with his own dance. After completing the lesson, Bobby gets into an argument with Razputin, until Sasha Nein shows up, and Bobby leaves, seemingly jealous that Raz will be receiving "advanced training." From this point on, he can be found telekinetically torturing fish by the docks with Benny, blocking the way to the Bathysphere. When Raz asks him about the Bathysphere, Bobby tells him that it is none of his business, and if Raz tries to go around him and Benny, Bobby will shove him backwards.
In Milla's Dance Party, Bobby is one of your opponents in the levitation race and shows that he is skillfull levitator. After the level, Bobby can be found back on the docks, where Raz can taunt him about winning the levitation race. Later, he finds Nils flirting with an uninterested Chloe and insults Nils when he compliments Chloe. He then scares away Nils with a keen threat as Chloe looks on. It is then revealed that Bobby has a large crush on Chloe, stuttering and asking how she is doing. Chloe tells him that she needs to work on him, as they walk off together. In the Steam version of Psychonauts, there is an achievement for finding this easter egg called "Maybe It's The Hair" and is accompanied by an image of Bobby's hair and a subtitle of "Spy on Bobby's Love Life."
Once Bobby has been rebrained, he hangs out around Chloe in Oleander's classroom to help her search for alien assistance, but not before he wishes for Raz to "have fun dying." In the end cutscene, he is sitting with Chloe and tears up when Ford tells the campers that Raz received his courage from someone else, that being his father. Bobby later comically gapes in shock when Raz is presented with the chance to be a Psychonaut.