Companies sometimes shoot themselves in the feet in the most ingenious ways. Marketing departments, being marketing departments, are great at this. Just ask Dilbert!
I've seen plenty of faux pas over the years, but some just stand apart in the way they so thoroughly miscommunicate the intentions of their owners. Some are so pathetic that they're actually funny (especially when you imagine the expression on the marketing manager's face when he gets the news).
Here are a few of my favorites. I'm not picking on Microsoft specifically (well, yes I am, but it just so happens that they're very, very good at screwing stuff up)
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Marketing Faux Pas #1 - A couple of years ago I saw a large, prominent billboard advert by Microsoft. It was for a Windows feature which lets you spread your Windows desktop over multiple screens. Lovely advert it was and well-composed, too, except that alternative meanings of the advert's message weren't quite fathomed all the way through to their Bitter Ends. The advert read:
Imagine...Life Without Walls
First thing that popped into my mind?
"Without Walls, who the hell needs Windows?"
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Marketing Faux Pas #2 - The name of Microsoft's new Windows Azure. According to the Wiki, "Windows Azure is a Microsoft cloud computing platform used to build, deploy and manage applications through a global network of Microsoft-managed data centers."
Azure is also a color. This one, specifically: 
A shade of blue. Now, what other Blue Thing is Microsoft famous for? I mean really famous for? If you said, "The Blue Screen of Death" - the BSOD - you'd be absolutely right.
A BSOD, for those few who don't know what a BSOD looks like:

A bit darker, I'll admit, but blue nonetheless. Seems nobody in Redmond made this rather obvious connection.
By the way, in Southeast Asia, where there are a lot of potential Microsoft customers, azure symbolizes mourning and death. Nice choice, Microsoft. You obviously did your homework, just like Pepsi did years ago when they changed the color of their vending machines from red to azure blue. The color suggested that Pepsi wasn't very good for you. In fact, it might even kill you.
Yep, azure blue turns out to be symbolic of death in some places. Places where there are lots of people. Potential Customers. Correct me if I'm wrong, but isn't a BSOD is about as dead as a computer can get short of taking the processor out and smashing it with your iPhone?
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But, BUT!! Not to be outdone - not even by themselves - Microsoft Marketing also re-worked their Windows logo:
Marketing Faux Pas #3 - What does this color remind you of?

Four Blue Things, maybe?
Given the fact that modern-day processors typically feature multiple cores (not to mention Living Without Walls), what does this new design suggest to you? The QSOD? The azure Quad Screen of Death?
Nah. Really?
Years ago I applied at a certain technology company online. Interestingly, their application asked me to compose a poem having something to do with people at my current or former job. Now, I'm not a Robert Frost by any stretch but I did manage to scrawl one out. What has turned out to be rather ominous is that my poem had to do with the color azure. Not only, but long before Microsoft announced their product of the same name. If you're interested, here's my poem which I posted on CR4 long ago and in a previous life.
Now, if I didn't know better, I'd say there's a subversive lurking somewhere in Microsoft Marketing. Someone with Design Decision authority? Someone who signs-off on these things at a very high level? I mean, somebody is approving these things for public release, right? A Linux mole, perhaps? Or an Android mole, because if I worked for Microsoft, ANY shade of BLUE is the absolute LAST color I would pick for ANY product - especially anything Windows-related - given the company's long and colorful history with that hue.
What are your favorite marketing screw-ups? Do tell!
"Almost" Good Answers: