RoboCop
Recent discussion on the show about Detroit made me want to watch it again. The scary thing is...every time I watch it, more of the crap in it has happened. Turns out they more or less nailed the fate of "Old Detroit," and the mercantilization of everything. One of the funniest parts is where the "Star Wars Peace Platform" accidentally destroys Santa Barbara and "kills to former US presidents," presumably including Reagan.
There were several gags like that in the film, including insider-type stuff for people who live(d) in LA. I'm pretty sure I saw a cameo appearance of Eddie Van Halen, too, but it wasn't in the credits.
Its classic liberty themes (though admittedly left-tinted) make it a great old title to see anew.
Edited to fix typos and clarify wording, added the paragraph about gags and so forth.