Even stars who are filthy rich will sometimes agree to any gig for a paycheck. Here are six stars who cashed in big on endorsements but lived to regret it. These TV commercials are misguided, shockingly bad, downright embarrassing — and immortalized forever on YouTube, much to their chagrin. Watch if you dare.
Brad Pitt for Chanel No. 5
Yes, let’s have a male actor hawk one of the most famous women’s perfumes ever created. Even better, let’s get an A-list actor and film it in black-and-white like a pretentious arthouse film. Even better than that, make the script entirely out of word salad that makes no sense whatsoever. The only thing Brad doesn’t regret about making this ad is the check he cashed for making it but that doesn’t make us not regret watching it.
Kendall Jenner for Pepsi
This commercial single handedly began and ended a Kardashian’s endorsement. In the midst of a wave of political activism and demonstrations, Pepsi decided to jump on the bandwagon with an ad that tried to top Coca-Cola’s classic “I’d like to teach the world to sing” commercial but only succeeded in uniting the world against Kendall Jenner’s tone-deaf ad. It was pulled from broadcast almost immediately, but not soon enough.
Bob Dole for Viagra
Why, Bob, why? In 1998, former Republican presidential candidate landed the best worst endorsement in history when he became the spokesperson for Viagra. In those days, commercials were not allowed to directly mention the drug they were talking about; that’s why all you see is the company name Pfizer and “ask your doctor.” The ad is perhaps a bigger loss for Dole than his 1996 election run against Bill Clinton. It’s one thing to lose the presidency, but your dignity?
Ozzy Osbourne for I Can’t Believe It’s Not Butter
Metal rockers bring to mind only one thing when it comes to cooking. That’s right, margarine! Couple this disconnect with Osbourne’s trademark slurry speech, and you can imagine how much product this commercial did not sell. It’s surprising a food product wanted Ozzy’s endorsement anyway considering the thing he’s best known for biting is the head off a bat.
Madonna for Pepsi
Kendall Jenner’s commercial wasn’t the first time Pepsi had to pull a controversial ad off the air. A 1989 Pepsi ad used Madonna’s song “Like A Prayer” and played it during “The Cosby Show,” the highest rated show on television at the time. Now, the ad itself is PG-rated, but the music video, playing all over MTV at the time—a video that Pepsi did not watch before paying Madonna $5 million for the ad rights—featured a burning cross and sexual assault. The ad was pulled under threat of boycott.
Katy Perry for Popchips
You can almost see the ad executives going, “cat videos are cool, so is Katy Perry… I know, let’s make ads with both of them, this kids will love it!” The result is somehow almost as bad as Halle Berry’s “Catwoman” movie, and it’s only three minutes long.