The Last Detail (1973)

Two Navy lifers Jack Nicholson and Otis Young are tasked with escorting Randy Quaid from Norfolk to a military prison in Maine. Along the way they entertain the naïve eighteen year old any which way they can before he starts serving his eight years in jail. There’s a great bit of interplay between the three men as they get to know each other and society over the course of several days.

Oscar Nominations: Best Actor in a Leading Role; Best Actor in a Supporting Role; Best Writing, Screenplay Based on Material from Another Medium