orbiting the giant hairball -- yes!
I am on vacation, halfway through Orbiting the Giant Hairball, and I just want to say 'thanks -- great recommendation!'.
One thing I like about the book is the way it is arranged into little standalone nuggets -- I can read one, put the book down and let the thoughts bounce around my head, then come back later for another nugget.
Organizationally, the book it most reminds me of is Iron and Silk -- another book you can enjoyably read, nugget by nugget.