9. Space Cowboys
Part of me wanted to put Space Cowboys on this list purely for its title alone. However, it’s really on here because while it’s not one Clint Eastwood’s top-tier directional efforts, it’s still a heck of a lot of fun to watch. Eastwood directs himself, Tommy Lee Jones, James Garner, and Donald Sutherland as pilots who were originally cut from the being on the fast track of the space program, but who now have a second chance to live out their dreams. What makes the movie work is the solid group of older actors and the fun that the film has with itself as this group of guys head out on this adventure together.
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