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Not sure if you meant it this way, but I would be careful comparing the two characters at all, or thinking of/about Sawyer when drawing and working with Roland, because the characters are different in almost every possible way. Sawyer is all talk and hiding a scared guy inside a Tough Guy facade, whereas Roland has been made hard by a harsh world and years of rigorous, unflinching training. Also, Sawyer tries to be kind of a pretty-boy, with his hair style and whatnot. I would assume that Roland is the exact opposite -- not to say his personage wouldn't be alluring, but am saying he wouldn't put any effort into it whatsoever. Roland wouldn't put up a front of anything to appear anything to anyone. He is who he is and does what he has to, and any allure about him would likely be due to his powers of determination, will, etc., that others notice about him.
and, Sawyer as Roland? I never thought of that... out of the LOST cast, I always thought he'd be more of a Jack-looking guy.
but I can see Sawyer playing the part. hmm.