Uploaded October 2025 | Updated September 2026, 3 days ago
It all started when people online said Happy Gilmore 2 sucked… and then I realized I’ve never even seen the first Happy Gilmore. Or Billy Madison. Or The Waterboy. Or 50 First Dates. Or Grown Ups. Or basically ANY Adam Sandler comedy. So I did the only logical thing: I watched every single Adam Sandler comedy ever made in under 72 hours.
From Going Overboard to Jack and Jill, The Do-Over, and Happy Gilmore 1 & 2, I documented my descent into madness, counted every laugh, and ranked them all.
FULL RANKING: letterboxd.com/jakobross/list/adam-sandler-ranked
✦ Letterboxd: letterboxd.com/Jakobross
✦ Instagram: instagram.com/jakobrossfilmguy
✦ BUSINESS INQUIRIES:
jakobross101@gmail.com
Thank you for watching! :)
It all started when people online said Happy Gilmore 2 sucked… and then I realized I’ve never even seen the first Happy Gilmore. Or Billy Madison. Or The Waterboy. Or 50 First Dates. Or Grown Ups. Or basically ANY Adam Sandler comedy. So I did the only logical thing: I watched every single Adam Sandler comedy ever made in under 72 hours.
From Going Overboard to Jack and Jill, The Do-Over, and Happy Gilmore 1 & 2, I documented my descent into madness, counted every laugh, and ranked them all.
FULL RANKING: letterboxd.com/jakobross/list/adam-sandler-ranked
✦ Letterboxd: letterboxd.com/Jakobross
✦ Instagram: instagram.com/jakobrossfilmguy
✦ BUSINESS INQUIRIES:
jakobross101@gmail.com
Thank you for watching! :)
