Clint Eastwood (Oakland Boy!) has had a remarkable career, with many turns and various kinds of films. I found it difficult to limit this to just 10 films, and in the spirit of a Starter Kit, I am not putting some films that are must see, but are repetative of other films.
This list is not my top 10 favorite, but the 10 get-aquainted films, in the best order to watch.
1) Fistful Of Dollars
2) The Good, The Bad, and the Ugly
3) Kelly’s Heroes
4) Dirty Harry
5) Sudden Impact
6) In The Line Of Fire
7) Unforgiven
8) A Perfect World
9) Million Dollar Baby
10) Letters From Iwo Jima
I would love to include Honky Tonk Man, Mystic River, Play Misty For Me, and Gran Torino, but had to limit this as a starter kit. No doubt you could list another 20, and not find a lemon.