Ok here is why this ad is a total failure:
1. It lets us know that Macs are expensive. No ****.
2. Lets us know that there are fewer models to pick from. No ****.
3. Makes a comparison in a market segment where Apple doesn't even try to compete: Cheap ass 17" notebooks with ****** specs.
4. It actually frames the PC as being for the "broke and uncool" You never have your advocate position themselves in a negative light, advertising 101.
5. When you are the ones with the 90%+ market share, you NEVER EVER mention a lower share competitor. Ever. Again advertising 101.
6. Lauren obviously didn't go into the Mac store anyway.
7. Based on all of the above, the only people the ad speaks to are people who were going to buy a PC anyway.
I guess the ad was successful in getting people talking, but that's about it. I actually don't think this ad damages Apple at all. As long as Apple continues to provide a superior user experience for the vast majority, they will continue to grow. Due to Apple and Linux, Windows will never, ever have 98% market share again. They are going to have to find other ways to be profitable.
I tell you this: this ad reeks of desperation. I have never seen a company with this kind of market share in anything act so defensive, and act as though they were losing. The whole premise of MS spending all this money lately is not to extol what Windows can do, but to convince people that it doesn't suck, and that Apple isn't all that, which is not a good premise to have.
Heres reality: MS market share across OS, Browser, Office, Phones, Media, etc. are all going down. Very slowly, but down nevertheless. Their business model relies on them having a massive installed base. In this day and age, that is getting increasingly much tougher to do, and they know it.