Dead Pool
Starring Clint Eastwood and Liam Neeson, with Jim Carrey
1988
This is the last of the Dirty Harry movies, 5th in the sequence. The plot concerns a strange game to murder celebrities in high risk professions, including Callahan, himself. Though definitely 1980's Hollywood, it is also a superb musing on fame, the press, and law in order with a great sound track including Guns and Roses and some of Eastwood's favorite jazz. As with all Dirty Harry movies it is set in San Francisco, the jewel of the West Coast.
The movie also features a quality relationship with a strong, non-hollywood type 'Eastwood Girl'.
In this clip Liam Neeson and Eastwood discuss the rules of the 'game'.
The in-movie music video of a young Jim Carey, lip syncing Axl Rose of Guns and Roses, is classic.
The movie's take on SF car chases is equally as good, though you'll have to see the movie to catch that one.
