S2, E2: Jenard struggles to keep his crew afloat as he’s caught between his debts to Miguel and Mirković; and his troubles are made worse in comparison to CBI’s booming business. Tommy and Diamond already need to re-up again; but Diamond is hindered by his suspicious new parole officer. Tommy takes the meeting solo; and earns favor with Miguel by defending him in a drive-by attack from the Serbs. Knowing that the Serbs and the Insane Princes are Chicago’s two main connects to the cartel; Tommy and Diamond devise a plan to fan the flames of their rivalry so that CBI can usurp their positions and take over Chicago. Meanwhile; the Feds pursue a task force with Tommy at the center of the investigation; Jenard gets help from Shanti "Showstopper"; Walter plays Claudia and Vic against each other; and Jenard’s crew seeks revenge on Tommy - with unintended consequences.