Let’s face it: Vince Vaughn hasn’t made a good movie since 2006’s The Break Up, and arguably not since 2005’s The Wedding Crashers. The early 2000’s represented the peak of his career, and even with a more reserved performance in this year’s Delivery Man, there is no indication he is going to see a resurgence anytime soon.

Sadly, when you look at Vince Vaughn’s career, he has made more than a few stinkers, and not just stinkers: movies so bad you want to pull out your hair,  use your hair to make rope, use that rope to tie a heavy object to a stick and hit him with it.

I unfortunately don’t have that much hair.

Here are the five movies that make you hate Vince Vaughn:

5. Fred Claus

This kid’s movie about the obnoxious, pathetic older brother of Santa Claus looked like a disaster from the onset (see the creepy original movie poster). The marketing was accurate in more ways than one. Vaughn proves he isn’t suited for children fare as the film is consistently unfunny. Most of the jokes fall flat, but  perhaps a bigger crime is that director David Dobkin fails to inject any form of wonder or imagination into his depiction of the North Pole.

When I first watched Fred Claus, I didn’t think Vaughn could sink much lower, but the following years (and his agent) would not be any kinder…

4. The Dilemma

Is a comedy a comedy if there are no jokes? Is a comedy a comedy if no one laughs? These questions are the unintended side effects of Ron Howard’s The Dilemma, the Vince Vaughn/Kevin James “something” about a man who discovers his best friend’s wife is having an affair. The dilemma: should he tell his friend, or let him remain in ignorant bliss?

The Dilemma is the worst kind of dark comedy, the Hollywood schlock that is unwilling to descend into true dark comedy territory. The result is a patently lifeless comedy that fails to be entertaining by any definition of the word.

3. Couples Retreat

My original movie review for Couples Retreat, about four couples who go to a tropical paradise for couples therapy (even though three of the four couples seemingly do not have problems), began with the sentence, “Vince Vaughn has declared war on audineces.”

The contrived movie suffers from a sitcom plot and a reliance on situational comedy that wastes the considerable talent involved (Kristin Bell, Jason Bateman, Jon Favreau, Faizon Love, Malin Akerman and Jean Reno). Furthermore, Vaughn is forced to rely on sarcastic one-liners, very few of which are even remotely funny.

Forced is a strong word, though: he co-wrote the movie.

2. Psycho

Most audiences forget that back in the 1990’s, Vince Vaughn dabbled with more serious films, from The Lost World: Jurassic Park to The Cell. His biggest misstep back then? 1998’s Psycho, in which he plays the notorious character Norman Bates.

Gus Van Sant’s remake of Alfred Hitchcock’s masterpiece is not so bad as it one of the most unnecessary movies ever made. Why remake a movie that is widely regarded as near-perfect? And even worse, why remake a movie shot-for-shot, using the same script? As for Vaughn, stepping into the large shoes of Anthony Perkins was not the career killer it could have been; after all, the movie flopped and few remember it ever existed in the first place.

Unfortunately, I do.

1. Four Christmases

Vince Vaughn should never be allowed to do a Christmas movie again. Just a year after playing Grinch with the painful Fred Claus, he topped himself with Four Christmases, one of the most God-awful movies produced in the 21st century.

The movie, which is about an unmarried couple who, against their wishes, end up visiting their four divorced parents for the holidays, consists of a series of unfunny gags and one-liners that neither enhance the holiday spirit nor entertain in any shape or form.

Four Christmases is the movie that makes me hate Vince Vaughn more than any other.

See what we thought of more Vince Vaughn movies (the good and the bad).