World as Will:
You seem like the "nice guy" kid brother who somehow falls into doing all of the dirty hacker jobs for his more twisted big brother. Like Nicolas Cage's brother in Face/Off. That, or just the hacker working for someone who was more twisted.. like the dude cracking the vault in Die Hard.
Kdude: Lead clarinet player in an orchestral death metal band.
Sparrow: The cool temporary substitute teacher at a really poorly review urban high school that would let you sleep in class, would give fake curriculum lectures until the principal left the room and then would continue on swapping musical tastes with the students, and would bring krispy kream donuts in on Friday morning.
Disco Biscuit: Affluent Business man or senior lifeguard at a really exclusive country club pool.