Happy Gilmore, Haley Joel Osment
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The ones who didn’t count are the ones that have full-on roles, e.g., Bad Bunny, Haley Joel Osment, and Benny Safdie. Also, anyone who was in the first film doesn’t count as a celebrity cameo (though, thankfully, just about everybody who could come back did come back).
With a sequel full of nostalgia and celebrity cameos, one of the standout new characters is Billy Jenkins, portrayed by Haley Joel Osment. Yes, Osment officially joins the franchise in a significant role, adding to the classic tale while serving as Happy’s principal rival.
The 13-time Grammy award winner shared a sweet post on her Instagram Story where she rated the sequel, that stars Adam Sandler, a “13/10.”
Adam Sandler reprises his role in 'Happy Gilmore 2,' a sequel that struggles to capture the original's comedic spirit and charm.