It implies Gmail-man is a sentient entity that snoops through your e-mail and makes conclusions about skin conditions while, in fact, it's just a set of rules that shows relevant (and very unobtrusive) banners. I am quite sure Google does not store the keywords in any way that can be connected to you.

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.