Hacker Cinema
Free Enterprise
1998 · Film · 113 min
Directed by Robert Meyer Burnett
Young filmmakers trying to hawk a movie titled "Bradykillers" about a serial killer who goes after victims Marcia, Jan, and Cindy meet their screen idol, William Shatner. The two young men, who idolize him and in their fantasies have seen him as a shadowy fairy godfather figure, are alarmed at the reality of the middle-aged non-Captain Kirk man that they meet.
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See also the William Shatner version in "Free Enterprise" https://www.youtube.com/watch?v=73tjF0bzAi4
Interesting because the movie portrays it as a ridiculous idea - a musical of "Julius Caesar" in rap form. But funnily enough, a hip-hop musical of the life of Alexander Hamilton was a great success. Maybe every stupid idea is close to being great.