If you want to say who did the best job of breaking out of a typecast role by becoming accepted in a very different role, you'd probably go with Carroll O'Connor, Buddy Ebsen, or Bryan Cranston. I might also mention Hugh Laurie as Bertie Wooster on Jeeves and Wooster, becoming Gregory House on House. (But Jeeves and Wooster probably wasn't familiar enough to most people to actually typecast him.)