DR. GRACE DEVLIN (Jordana Spiro) is a top resident at Chicago's Roosevelt Medical Center. Smart and self-assured, she's heralded as one of the country's most promising young surgeons. But family ties keep her glued to her Southside roots. To pay off her brother's life-threatening gambling debt, she makes a deal with the devil and agrees to work off book for the mafia men she once despised. The only ones who know the true scope of Grace's activities are the men to whom Grace owes her debt, including the brutal Southside mob boss PAUL MORETTI (guest star Michael Rappaport) and the charming but diabolical CONSTANTINE ALEXANDER (William Forsythe), an oddly compassionate killer whose relationship with Grace is more than it seems. Recently released from prison, Constantine, the former head of the Southside mob, looks to reclaim his place in the organization, with the help of his right-hand associate - and Grace's ex-boyfriend - FRANCO (James Carpinello).