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PSP/Vita has had some pretty "what were they thinking?" ads. That stupid squirrel ad or that unintentionally racists billboard.
The biggest blunder in recent memory had to have been the Xbox One's announcement.
Given how much gamers like to bitch and fight amongst eachother, it speaks volumes to how badly they cocked up that all of the gaming world was unified in their disapproval of Microsoft's initial vision for the Xbone.
I honestly think they're still paying for it today. Xbox One sales lag way behind the PS4, in my opinion, because the mental seed of MS being the evil ones and Sony as the cool guys who are like "just let gamin' be gamin' yo!" planted waaay back in E3 2013 are still resulting in people choosing Playstation over Xbox, even if they don't know it.
That really was a colossal misjudgement on Microsoft's part.