12. Phil Hartman – Small Soldiers (1998)

Hartman passed away after his wife, Brynn Omdahl, fatally wounded him while he slept before taking her own life hours later on May 28, 1998. Two months after his passing, Small Soldiers hit theaters, featuring Hartman as Kirsten Dunst’s father in one of his final film roles.
The beloved Saturday Night Live veteran and NewsRadio star was widely mourned, with Small Soldiers dedicated to him. He was also posthumously nominated for an Emmy for NewsRadio. Among his planned projects, he was preparing to voice Zapp Brannigan on Futurama, a role written specifically for him; however, Billy West took over the role.