Upon being hired, the other character appears as a blue sphere on the mini-map, and his name and a health meter appears in the upper right-hand corner of the screen. He will follow Jimmy around and help him in fights. If the person hired has a projectile weapon, he will instead circle around Jimmy's enemy with his weapon in his hand without attacking him.
If Jimmy attacks the person he hired or attacks members of the bodyguard's clique, the person will stop helping him. He can also cause the person he hired to get bored and wander away if he hides. If he gets far enough away from the other person, either by running or by taking a vehicle, the person will quit helping him. If he takes someone he hired to a place where students from a rival clique will attack him, e.g. a Bully to the Library or a Greaser to Harrington House, those students of the rival clique will attack Jimmy as well, regardless of his respect percentage with the offending clique.
After the events of Chapter 1, Russell is always available to be hired. In the mornings he is in the lot in front of the Boys' Dorm, in the afternoons in the school parking lot, and at night in front of the school gates. Once he notices Jimmy, he will automatically offer himself to be hired, even if Jimmy doesn't greet him first. The only way Jimmy can interact with him normally is by annoying him until he threatens Jimmy and then apologizing, or already having a bodyguard.
The chance for a character to offer to help Jimmy seems to be random and to vary between characters. There also seems to be some variance between copies of the games - some players have reported certain characters regularly offering to be hired and others have denied that.
- The six bisexual male characters (Cornelius, Trent, Gord, Vance, Kirby, and Duncan) will only let Jimmy hire them as long as he hasn't passed any Art classes. Upon completing Art 1, they will flirt with Jimmy rather than offer him to hire them. Duncan's name was discovered by deliberately not passing any Art classes so that he'd offer to be hired and his name would display on the interface.
- Non-Clique Students can't be hired.
- Strangely, the authority figures (i.e., Prefects, Police, etc.) will never attempt to bust Jimmy's bodyguard especially if they attack other characters on their sight. It’s possible that the bodyguard has his trouble meter disabled when he is working for Jimmy.