Ben Stiller also stars in his directorial debut, alongside Winona Ryder, Ethan Hawke, Janeane Garofalo, and Steve Zahn. The film centers around four recent college graduates, all floundering a little in the newest chapter of their lives. It captures the various positives and negatives facing young Americans at the time, and has since achieved cult status as a capsule of that generation, while also being able to appeal to a more universal audience. 

Dir. Ben Stiller

Release: 1994