Hosman-
That's a great point about bringing him inside during the winter. I do that for my cheap porch furniture, and it's the least I can do for this guy! I'm still undecided about repainting. I like the idea about getting rid of the loose paint and rust and doing a clear coat. The facial features and the more minute details (i.e. bib buttons, sleeves, shoes) might be more noticable and "cleaner."