UPDATE: this is now on YouTube (embedded below).
NOTCOT points to a presentation by designer Chip Kidd who is responsible for, among other things, some of the loveliest book jacket designs I've ever seen.
In the talk at University of Michigan, Chip takes the audience through a number of his designs. He talks about the reactions they received from his clients (both good and bad), the compromises and the end results.
As an insight into the creative business, it's priceless with some laugh out loud moments.
The presentation is available free for download via iTunes (sadly not on YouTube so I can't embed it).
Take a look.