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Jack and Jill (2011)

Film #29: Jack and Jill (2011)

Last year, a gentleman by the name of Adam Sandler made a movie called Jack and Jill. Though Sandler gave directing duties to his longtime collaborator Dennis Dugan (who has directed Sandler films from Happy Gilmore to Just Go With It), he made sure to have his fingers in every other aspect of production: Producing (alongside two others), writing (alongside three others), and, most noticeably, starring in not one but both title characters. That’s right, Adam Sandler plays both Jack and his incredibly lewd twin sister Jill. When I first saw the trailer for this film, I thought it was a joke, like something Sandler’s character from Funny People would have made during the nadir of his career. Unfortunately for all of us, Jack and Jill is not a joke. It’s easy to tell, since the movie’s excruciatingly unfunny.


Going Overboard (1989)

I stumbled upon “Going Overboard” at work and subsequently discovered that it was available for free on YouTube. I was interested to see what Adam Sandler was like so early in his career, before joining Saturday Night Live and after only a few appearances on The Cosby Show. Within the first five minutes of the film I had already become skeptical of it ever displaying any redeemable qualities.

My expectations were met spot-on.