The Friends of Eddie Coyle (1973)

Massachusetts based crime drama that gets increasingly impressive the longer it goes, you can see in it a lot of inspiration for later films of a similar type. Robert Mitchum plays Eddie Coyle, a middle-aged husband and father of three who is simultaneously playing arms dealer for the mob, and reluctant informant for Uncle Sam. The movie has a number of solid caper scenes, a fair amount of brooding, and a lot of intriguing characters, with Eddie Coyle serving largely as a hub for there interrelated stories. It's engaging and exudes a refreshingly understated sense moral ambiguity, loved the ending. 4.5 out of 5.