The Winter Hill Gang

Zac Jones

Narrator (voice)

Sami Jarroush

Self - Historian

Tom Foley

Self - Colonel & Superintendent (Ret.), Massachusetts State Police

Emily Sweeney

Self - Boston Globe Journalist / Author, 'Gangland Boston'

Phyllis Karas

Self - Adjunct Professor, BU School of Journalism / Co-Author, 'Brutal'

Geoff Schumacher

Self - VP of Exhibits & Programs, The Mob Museum

James 'Whitey' Bulger

Self - Boss of the Winter Hill Gang (archive footage)

Howie Winter

Self - Boss of the Winter Hill Gang (archive footage)

Stephen Flemmi

Self - Lieutenant in the Winter Hill Gang (archive footage)

Kevin Weeks

Self - Lieutenant in the Winter Hill Gang (archive footage)

Frankie Angiulo

Self - New England Mafia (archive footage)