This guy is all over the map as a director. There is some great stuff here: The Unforgiven, Outlaw Josey Wales. There is some solid stuff: Pale Rider, Gran Torino, Bird. There is a lot of mediocre stuff: Play Misty for Me, Flags of Our Fathers, Million Dollar Baby, Mystic River. And there's some real bad stuff: The Gauntlet, Space Cowboys, Blood Work, Absolute Power, The Rookie
I find it difficult to rate a director overly highly who is almost always directing himself in the lead role. Of the best of his work, only Bird doesn't have him in the cast. I suspect that top end of the third tier, bottom end of the second is exactly where Eastwood belongs.