As a marketing person this makes me cringe for my industry, expecially in the tech world where we are not always the most popular department. Microsoft should be able to attract great marketing talent so I don't understand why they keep putting out this quality of advertising.
Clearly the ad budget is there to have options and talented people work on their briefs. Having a dig at competitors is fine now and again. I once did very cheap video that poked fun at Google that went a little viral/popular but it was done in fun, as much mocking ourself, not like this. And I cant believe one marketing team in MS has produced this steady stream of flops over the years. It makes me wonder what environment they have that creates this output.
A year or so ago I considered writing to them looking for work as I feel they are in a great position to stop being the bad guys and let other companies take that mantle. The need to be brave and approach the market in an open honest format. On top of which they often have good tech that doesn't get explained correctly and falls by the wayside. But doing marketing like this, they'd be better doing nothing.