Paulie Woolkowski first comes onto the scene as part of Desperate Times, where he will inform you your rent is overdue at the beginning of the game, during your tutorial. Later, he will appear again as part of Rent Money where he will demand the 500 rent money.
|Hey, ya bum! Your rent's overdue... for almost a week now! This place may be a dump, but it's not a free dump! Now, where's my money?|
|Fancy runnin' into you. Works out well 'cause I've been lookin' all over for ya...
2. What? That doesn't sound like me at all. fine. One week and then I change the locks.