Nothing to do with cynicism, maybe overthinking a joke. Does seem like an old joke, I can swear I've heard something about this before. But I suppose if he manages to troll even a handful of people a year it's worth the effort of painting it and maintaining it to him. At least in the months without snow - unless he has some sort of heating system but I can't imagine that'd work well (he'd get nasty ice damming, no?).