He is a detective, and you're his assistant. There's a criminal on the lose, and the two of you are tracking him down, and the person your tracking is a mafia boss, apparently. You both wait in his black truck that is across the road from a bar. He is waiting for the criminal to be out. Or either can go in a disguise and blend in to get a closer advantage to get the criminal

"Hm. If we're able to get close, then the case for this will be closed, and we will both be able to have a week off. If we fail, then it'll be another month of work to track this scum down until we get them under arrest."