Everyone makes mistakes both in their everyday lives and in their careers. It shouldn’t come as any surprise that sometimes the people making those mistakes are professional actors, and often among the best and most respected in their fields. Some actors have an amazing track record for picking great scripts whether they’re just incredibly selective or simply have great taste. For other actors, that track record isn’t always so great. Whether they make bad decisions based on money, doing favors for friends, or simply having no idea what they’re doing, it can be pretty amazing just how bad some of those choices get to be now and then. 1.

Tiptoes – Gary Oldman

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One of the most infamously baffling movies in recent history, Tiptoes has a heck of a cast but somehow puts Gary Oldman in the role of a little person, and is notorious for being one of the most unintentionally hilarious movies to come down the pike in awile.

2.

. The Love Guru – Ben Kingsley

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Sir Ben Kingsley is an incredibly well regarded actor who gained fame and an Oscar for playing Gandhi, but if you ask us his appearance in the terrible “comedy” The Love Guru should be cause for him to give that Academy Award right back.

3.

The Adventures of Rocky and Bullwinkle – Robert De Niro

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Robert De Niro has made some pretty baffling career decisions, but none more so than one of his first attempts at family comedy with the live action adaptation of Rocky and Bullwinkle.

4.

Jack and Jill – Al Pacino

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Because we can’t talk about De Niro without mentioning Pacino, we have to put the abysmal Jack and Jill in here with a special mention of Gigli, meaning that the man who played Michael Corleone has been in literally two of the worst movies in history.

5.

Jaws: The Revenge – Michael Caine

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To his everlasting credit, Michael Caine has famously quipped that he’s never actually seen Jaws: The Revenge – which is a great so-bad it’s hilarious film – but he has seen the massive house it built, so at least he’s happy to admit he did it all for the paycheck.

6.

Man of the House – Tommy Lee Jones

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Wouldn’t you have loved being in the room when someone convinced Tommy Lee Jones that it would be a good idea to do a movie in which he’s an undercover officer posing as the coach of a cheerleading squad?

7.

The Jerky Boys – Alan Arkin

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In fairness, Alan Arkin wasn’t quite as well regarded back when the Jerky Boys came out, but he was still known and well liked, and it’s just a little sad looking back now and realizing he had to subject himself to crap like this.

8.

Bride Wars – Anne Hathaway

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Whether you love or hate Anne Hathaway, it’s hard to argue that she’s not a great, respected actress – which makes her appearance in the horrific Bride Wars all the more unfathomable, despite the fact that she’s rebounded pretty nicely and won an Oscar along the way.

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