One great book on how the culture of an entire giant company can change is "Who says elephants can't dance" by Lou Gerstner. He was the CEO of IBM who orchestrated IBM's transformation from a mainframe supplier to a service-oriented company. My take on the process is this - the change can be done and has been done when there is an existential crisis. The crisis may not be apparent from the outside, but company internals can notice a terminal decline of their core product/service and has an impetus to change the direction. Even then, it's not easy. I would argue that Microsoft had to make somewhat of an about-turn from Windows because first the Internet and second the Cloud was putting pressure on their core business threatening to make the OS a marginal player. I don't think Google is in that position, at least not yet. Google Ad business is not facing any terminal threat. Thereby it is much harder for Google to make a culture change because simply the pressure to make the change is not there at an organizational level. [Edit: Prepositional corrections]