Trivia: NFL star Travis Kelce has a cameo as Oscar's snooty boss who fires him. Oscar later imagines watching a bear eat him. Kelce is also popular in the pop music scene for being Taylor Swift's then-boyfriend-now-fiancé. As a result, rumours swirled that Swift was the person in the bear costume in an unconventional cameo. The two eventually put the rumour to bed in a podcast, confirming she was not the person in the bear costume.
Happy Gilmore 2 (2025)
3 trivia entries
Directed by: Kyle Newacheck
Starring: Adam Sandler, Christopher McDonald, Julie Bowen, Benny Safdie, Bad Bunny
Revealing mistake: When Happy and his caddy are on the final green at the Maxi competition, the shafts of the clubs are distorted after they catch them.
Rory McIlroy: 1996 Tour Championship. Final Round.
Happy Gilmore: Don't do it, boys.
Shooter McGavin: No, this isn't relevant.
Brooks Koepka: Come on. Four-stroke lead on the back nine?
Bryson DeChambeau: The guy who beat you got hit by a Volkswagen.
Scottie Scheffler: JACKASS!
Rory McIlroy: JACKASS!
Shooter McGavin: Alright! Maybe I haven't handled that pressure perfectly myself.
More questions & answers from Happy Gilmore 2





Answer: Absolutely nothing in the film indicates it was "unknown to him." The voiceover simply says she "handled the finances" and he wasn't good at it without her around. But to answer your question, yes, more than likely an attorney would help in real life. But you also have to account that this isn't a realistic movie. It's a cartoonish comedy. Plus, Happy is very impulsive in both films. So he ends up penniless after a series of bad financial decisions... plus getting sued. (Although to be fair, it's also not unheard of in real life. Plenty of people with tons of money end up poor after bad financial decisions.)
TedStixon