Jack Skellington (Nightmare Before Christmas)

Jack Skellington in the Greatest Christmas Movie Characters of All Time league is like your overly enthusiastic friend who insists Halloween should have a legit Christmas spirit. I mean, who else would try to gift-wrap a severed head? The guy’s got a flair for the dramatic, a touch of existential dread, and a wardrobe that screams ‘I’m here to steal your holiday!’ And don’t even get me started on his fanbase—people treat him like he’s the misunderstood hero of the season. It’s a whole vibe that keeps Halloween and Christmas forever intertwined in this bizarre love affair. You either love him or you’re wrong, folks.