I do understand your sense of mystification about entitlement, specially when it is across all levels of the hierarchy.
I thought you were making a point about more than just your organisation. Of course there are exceptions to the rule underlying my cynical observations about upper management, and it is laudable, based on what you’ve written above, that your organisation is one. In that context your mystification is further understandable. However, I suspect most of your current employees matured in other corporate environments, so it will take them time to acculturate to yours (if they indeed do).
Do bring your approaches to the Bay Area. I am vocal about my cynicism, but many “worker-bees” are just as cynical, or more so in that they remain silent in public and are just waiting to cash out big.