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Tom Reagan (played by Gabriel Byrne) is the right-hand man, and chief adviser, to a mob boss, Leo (Albert Finney). Trouble is brewing between Leo and another mob boss, Johnny Caspar (Jon Polito), over the activities of a bookie, Bernie Bernbaum (John Turturro) and Leo and Tom are at odds on how to deal with it. Meanwhile, Tom is in a secret relationship with Leos girlfriend, Verna (Marcia Gay Harden), who happens to be the sister of Bernie. In trying to resolve the issue, Tom is cast out from Leos camp and ultimately finds himself stuck in the middle between several deadly, unforgiving parties.
A highly styled genre film which can perhaps be seen as a pastiche of all gangster movies. Tom Reagan is the laconic anti-hero of this amoral tale which is also, paradoxically, a look at morals within the criminal underworld of the 1930s. Two rival gangs vie for control of a city where the police are pawns, and the periodic busts of illicit drinking establishments are no more than a way for one gang to get back at the other. Black humour and shocking violence compete for screen time as we question whether or not Tom, right-hand man of the Irish mob leader, really has a heart.
Gabriel Byrne
Tom Reagan
Albert Finney
Leo
John Turturro
Bernie Bernbaum
Marcia Gay Harden
Verna
Jon Polito
Johnny Caspar
J.E. Freeman
Eddie Dane
Mike Starr
Frankie
Al Mancini
Tic-Tac
Richard Woods
Mayor Dale Levander
Tom Toner
O'Doole
Steve Buscemi
Mink
Mario Todisco
Clarence "Drop" Johnson
Olek Krupa
Tad
Michael Jeter
Adolph
Lanny Flaherty
Terry
Jeanette Kontomitras
Mrs. Caspar
Louis Charles Mounicou III
Johnny Caspar, Jr.
John McConnell
Cop - Brian
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