Extreme Makeover
If you were to ask me, I think the most challenging job is that of a Brand Manager. Why do I say this? Because this person is responsible for ensuring the brand (s)he is dealing with has the right image at all times; even when it misbehaves. It is their responsibility to ensure that even when the image is at the greatest risk of being tarnished, the brand still stands out. Just to show you what I mean, when I mention Oil spill in the Gulf of Mexico, what company comes to your mind? And why did BP come to your mind?