Also, don't fall for the illusion your Microsoft Hotmail (or 365) inbox is any more secure from snooping by sentient beings (the ones who should really bother you) than any other mail service.
And, finally, the video compares the free Gmail product with the Office 365 offering that is 20% more expensive than the Google Apps for Business product. If we are comparing free products, we should compare Gmail and its unobtrusive context-sensitive banners to Hotmail and its obnoxious we-don't-know-how-they-are-selected (other than "poorly") banners.
That pretty much describes every system.
> It implies Gmail-man is a sentient entity..
It's a corny parody for internal use.
And for all the bullshit that Google spinned towards Bing in public, I consider this fair play. http://news.ycombinator.com/item?id=3536110
For ad context/relavancy, Hotmail does NOT parse your emails for keywords.