It hasn't shifted that far. Geek culture itself is still considered "uncool", even in silicon valley. When popular culture uses the term "Geek" they really mean

It hasn't shifted that far. Geek culture itself is still considered "uncool", even in silicon valley. When popular culture uses the term "Geek" they really mean "Hipster." It's the aesthetics that are considered cool, not the substance. The shift you're perceiving is this: people with geeky hobbies and professions are now allowed the opportunity to be cool. That wasn't an option before the dot com boom. Thanks to the mass amounts of wealth and resources geeks have generated, we've been allowed a seat at the table, provided we behave ourselves. IE: no segways, no VR goggles, no LARP. That distinction is exactly why Google is taking the tactic they are - they want the glass associated more with Apple and less with Segway.