"Sometimes you hit it right away, sometimes you have to do eight different things, sometimes the publisher or the author or the agent will wear you down to the point where you want it to be over with, and what you end up with is kind of a mess. You just accept it and move on.
"The most tiring - and yet the most rewarding - experiences are when you have to keep redoing it again and again, but what you end up with is actually the best thing."
-Chip Kidd
(Though set in the 1950's, the first half of his book The Cheese Monkeys is about as accurate description of portfolio school I've ever read - especially if you knew Jerry Torchia.)