In Happy Gilmore 2 [2025], Will Zalatoris plays Happy’s former Caddy. Jared Van Snellenberg, who actually played the unnamed Caddy in the original, is now a psychiatry professor focusing on schizophrenia neuroimaging research.

I knew it wasn’t the same actor! I really hate how they flashbacked to make it like it was the same person when they clearly don’t look the same. Sandler paid Rob Schneider to make an appearance but couldn’t get the original caddy? Even if he isn’t an actor anymore I’m sure he would have been down to make a quick cameo.