However, his best Sandler movie role may be in Happy Gilmore where he plays a homeless man named Otto whom Happy impulsively hires to be his caddy for the professional tournament.

Happy Gilmore tackling his young caddy (played by Jared Van Snellenberg) at the Waterbury Open when he thinks the young teenager is stealing his grandpa’s clubs is hilarious.

Adam Sandler will return for 'Happy Gilmore 2,' which is in the works for Netflix.

Adam Sandler Asks Bad Bunny to Be His Caddy Daddy in ‘Happy Gilmore 2’ Trailer Travis Kelce, Kid Cudi, and Rory McIlroy also appear in the ensemble sports comedy.

LOS ANGELES — Adam Sandler is back on the golf green in the latest "Happy Gilmore 2" trailer. Netflix released the trailer for the 1996 comedy sequel Saturday, showing Sandler back in his iconic ...

The newest trailer, running just over two minutes long, shows Gilmore trying to get back into golf and being called the "comeback kid" while breaking in a new caddy played by Bad Bunny.

Adam Sandler is back on the green! Netflix released a full-length trailer for the upcoming sequel “Happy Gilmore 2” during its Tudum presentation Saturday. “Happy Gilmore 2” premieres July ...

Nation World Nearly 30 years later, 'Happy Gilmore' will hit the green again The sports comedy sequel will also feature many familiar faces from the original and plenty of cameos.

The newest trailer, running just over two minutes long, shows Gilmore trying to get back into golf and being called the "comeback kid" while breaking in a new caddy played by Bad Bunny.