PG's commentary is interesting but I think he is leaning towards an unsatisfactory conclusion. He's trying to simplify management into modes but in reality life is more complex and nuanced.
Chesky's experience instead says to me that as managers we should be be wary of all advice and management styles and playbooks. For sure it's good to listen to advice and learn about management but life and managing a business are so much more complex than any set of rules or observations can describe.
In fact, since every organization's situation is unique, then managers should take all advice and accepted wisdom with a pinch of salt and forge ahead with their own unique set of principles for their own unique set of challenges. This is what Chesky deduced.
I would also go one step further and assert that it's a positive sign if a founder goes against the grain and breaks the rules - success is more likely than if they follow the established way of doing things. This is innovation.
Perhaps this is the 'founder mode' that PG is trying to uncover: think different.
