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Well, you already got the big one I was gonna lead with (Palance as Castro in “Che!”), but here’s a few others I think were miscast:

Sean Penn as Willie Stark in the remake of All The King’s Men. So bad it’s funny. I actually like Penn as an actor (if not as a person), but he just could not have been more wrong for the part of Stark.

Mary Astor in The Maltese Falcon. She’s the one part of the movie that just doesn’t work for me. I could see Bogey being torn up and played for a sucker by Lana Turner, or Lauren Bacall. But Mary Astor? She just didn’t bring the beauty or the screen presence to play a femme fatale. A good actress, but wrong for the part (IMHO).

Jack Nicholson. Yeah, The Shining is a scary masterpiece, and Nicholson plays an amazing psycho. The thing is, Jack seemed unbalanced from minute one in the film. The idea is that the weird going ons in the hotel drive him nutty. I don’t buy that he was ever really sane in the flick.

Jason Robards as Al Capone in The St. Valentine’s Day Massacre. Good movie, and Robards played the part pretty well. The problem for me is, he didn’t. look a thing like Capone. Capone was heavy set and swarthy. Robards was rail thin and built like a stork. It would be like having John Kerry play Jake Gusik.

A few that could have happened, but mercifully didn’t:

-Molly Ringwald was considered for Laura Dern’s role in Blue Velvet.

-Alex Karras was considered for the part of Carlo, Connie’s weasly husband in The Godfather.

-Joan Crawford, Mae West, Lucille Ball, and Marlene Dietrich were all seriously considered for the part of Scarlet O’Hara in Gone with the Wind.