Effective advertising is all about one thing: trust. The public is naturally skeptical of big brands and corporations. We hear about PR disasters and business meltdowns on the news, and sometimes it requires the trust of a well-known celebrity to put a good brand back in high standing.
While some celebrity endorsements are incredibly effective, other are downright shameful and completely disastrous for business. These seven celebrity endorsements aren’t all a case of poor marketing strategy, but for every one hindsight disaster there’s another that was just a bad business decision, right from the start.
1. Mikhael Gorbachev’s Louis Vuitton Ad.

Source: http://graphics8.nytimes.com/images/2007/11/05/business/05vuitton.600.jpg
When you’re the ex-leader of what was once the world’s most powerful communist nation, the last thing you’d be expected to do is an advertisement for high-end luxury products, right? While Mikhael Gorbachev might be best remembered for his efforts to liberate the USSR and increase transparency, this handbag promotion is beyond weird.
First, there’s the Berlin Wall in the background, a major political problem during Gorbachev’s term. Then, there’s the entire advertisement itself – who wants to associate their expensive designer handbag with the USSR anyway? Weird, confusing, and for Russian readers, slightly subversive.
2. Michael Phelps’s Marijuana Controversy.
Sports heroes are always a sure-thing for major companies. From Michael Jordan’s million-something product endorsement deals and the commercial army of Tiger Woods branded sports equipment, major companies like Nike and Reebok have been using athletes to brand themselves for decades.
However, every once in a while, things go horribly wrong. After walking away with a record 8 medals from the 2008 Beijing Olympics, Phelps posed for photos beside the one possession no sportsman wants the world knowing about – their bong. Two of his $5 million endorsement deals withdrew immediately, including food giant Kellogg’s.
3. OJ Simpson’s Hertz Ads.

Source: http://www.upgradetravelbetter.com/wp-content/uploads/2009/12/oj-simpson-hertz.jpg
In the 1970s OJ Simpson was remembered for his amazing speed, truly awesome football ability, and pretty friendly demeanor. Nowadays, he’s more well known for high speed car chases and being convicted of but not charged with murdering his ex-wife and her lover.
While Hertz’s decision to advertise the speed of their service with a guy who’s known for outrunning police wasn’t a good idea, you’ve got to give them some credit. The Hertz-Simpson professional relationship ended in 1992, a year before the never-ending OJ media saga began. Now controversial, this advertising series certainly wasn’t Hertz’s weirdest – a 1960s commercial showed Hertz employees dressed in Nazi-style uniforms.
4. The Olsen Twins and “Got Milk?”
Let’s make a list of things that the public associated milk with. Strength? Check. Nutrition? Check. Growth? Check. Now let’s make a list of things that the public associated the Olsen twins with in 2005. Eating disorders? Check. Poor health? Check. Cigarettes, drugs, and generally poor living? Check.
The “Got Milk?” advertising campaign has been one of the most successful in history, but the Olsen Twins choice nearly caused the entire campaign to fail. Luckily, the US Milk Board dropped the advertisements when news of the twins’ eating problems became public, avoiding what could have been an absolute business disaster.
5. Michael Jackson’s Disastrous Pepsi Ads.
It’s one thing to have a disastrous advertising campaign that destroys part of your business. It’s another thing altogether to have your advertising campaign almost kill the King of Pop’s career. In 1984, Pepsi hired Michael Jackson, at the time the world’s biggest star, to be their official spokesperson. Millions of dollars changed hands, Pepsi readied themselves for an all-out attack on Coke, and Michael Jackson cleared his schedule to film a concert-style advertisement for Pepsi in Los Angeles.
Halfway through filming, an on-stage firework exploded and Michael’s hair caught on fire. He ended up suffering third-degree burns to his scalp, forcing him out of touring and Pepsi to forget about the advertisement. The campaign is remembered as one of the advertising world’s biggest disasters, costing Pepsi $1.5 million in legal settlements and severely hurting their business.
6. The Flintstones and Winston Cigarettes

Source: http://www.moviedup.com/wp-content/uploads/2009/11/flint.jpg
Advertising isn’t a difficult game for today’s major cigarette corporations. The vast majority of their user-base is pre-built, acquired through long-term branding efforts and suckered into lifetime sales through addiction. However, back in the 60s and 70s, cigarette branding campaigns were common, particularly on major TV shows.
The Flintstones, one of the biggest cartoon series ever, was the perfect platform for Winston to advertise on. Aimed at blue collar families and young children, the unethical advertising was forever tied to The Flintstones, even when Hannah-Barbera cut it out of the series entirely. While disastrous for Hannah-Barbera’s child-friendly reputation, the campaign was a major success for Winston.
7. David Beckham’s iPhone Worries

Source: http://www.dailymail.co.uk/tvshowbiz/article-1189015/Dont-let-sponsor-Motorola-catch-using-iPhone-David-Beckham.html
Football star David Beckham is a bankable celebrity for major brands, pulling in millions of pounds a year for Pepsi, Giorgio Armani, and Adidas. In 2009 Motorola decide to bank on Beckham’s reputation and public trust for a series of advertisements for their brand new Aura mobile phone. Launched with a price of over £1200, the ads obviously needed to be effective in order to make the phone a hit.
Luckily, they worked. Well, that is until Beckham was spotted by newspaper cameramen on his Apple iPhone at a restaurant. Needless to say, the pictures made the front page of most tabloids, and Motorola were forced to recoup their losses and recover from what turned into a business disaster.
Winston Cigarettes’ product placement campaign was highly successful for their sales, but disastrous for Hannah-Barbera’s business image.