Plot Synopsis

Executive produced by Matt Damon, Ben Affleck and series creator Chuck MacLean, CITY ON A HILL is a one-hour drama series set in early 1990s Boston, where racism is endemic and crime is widespread. In this fictional account, driving change is assistant district attorney Decourcy Ward, who comes from Brooklyn and forms an unlikely alliance with a corrupt yet venerated FBI veteran, Jackie Rohr. Together, they take on a family of armored car robbers from Charlestown in a case that grows to involve, and ultimately subvert, the entire criminal justice system of Boston. The series opens with an armored truck heist in Revere that leaves three guards missing, and Jackie and Decourcy struggle to align their moral compasses. However, the two men find themselves in a faux-alliance that may, ultimately, turn into something real. The premiere episode is available for free now on YouTube, Facebook and SHO.com. The episode is also available across multiple television and streaming providers' devices, websites, applications and authenticated online services and their free On Demand channels. In addition, the season premiere is available for free on the SHOWTIME stand-alone service's website www.showtime.com.

CITY ON A HILL returned for its eight-episode second season on Sunday, March 28, 2021 at 10pm ET/PT on Showtime. Three weeks later, beginning April 19, the series moves to 9pm. Season 2 centers on a federal housing project in the Roxbury neighborhood of Boston that is plagued with drug violence and a rightful distrust in local law enforcement. As coalition leader Grace Campbell works tirelessly on behalf of the community, her efforts are undermined by gang activity happening right under her nose. Enter irreverent FBI agent Jackie Rohr, who is here to exploit Boston's defective criminal justice system in a desperate attempt to salvage his own career. Unfortunately for Jackie, assistant district attorney Decourcy Ward is onto his adversary's latest misstep. In time, the personal antagonism between these two escalates to an all-out war between the offices of the U.S. Attorney and the Suffolk DA. No one is safe from the collateral damage. In the season opener, "Bill Russell's Bedsheets," an assistant U.S. attorney overdoses and ends up left for dead, leading Decourcy Ward to suspect that Jackie Rohr is involved. Jackie, in turn, goes after the BPD for a questionable drug arrest at Braxton Summit, a federal housing project. Community activist Grace Campbell recruits Siobhan Quays to work on behalf of Braxton and its residents, but their efforts are subverted as tensions flare between rival gangs.

Season 3 of CITY ON A HILL premiered on Sunday, July 31, 2022 at 10pm ET/PT on Showtime. Having left the FBI and thrown his badge into Boston Harbor, Jackie Rohr lands a lavish new gig running security for a wealthy family. Life is good until secrets begin to unravel. When an investigation opens, ADA Decourcy Ward sees an opportunity to finally rip out the machinery perpetuating a broken criminal justice system. Siobhan Quays, representing a construction worker who was severely injured on the Big Dig, encounters the city's corruption first-hand, all while coping with the traumatic events of her past year. As Jenny Rohr can attest, given her history with her father, some experiences will haunt you beyond your breaking point. In the season opener, "Gods and Monsters," struggling to make ends meet after leaving the FBI, Jackie Rohr gets a job offer from his old mentor. The perks are enticing, but Jackie has no idea what he's getting himself into. ADA Decourcy Ward eyes a promotion but is diverted by some bad news which lands him back in Brooklyn. Siobhan Quays, having left her prestigious law firm for a position at the ACLU, takes on a case against a construction colossus. Jenny Rohr begins volunteering at a community center where she runs into a familiar face.
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On Sunday, September 25, 2022 at 10pm ET/PT, Showtime premiered "Whipping Post," the Season 3 finale of CITY ON A HILL. As Decourcy prepares to take Sinclair Dryden to trial, despite pushback from the Suffolk County DA, Jackie tracks down a key witness. Siobhan reaches a settlement on behalf of the Mendoza family, but her moment in the spotlight is cut short. Caysen is offered a second chance by a loved one. Reckoning with the rifts in her own family, Jenny meets her long-lost half-brother.