How Do I Know What I Think Until I See What I Say?

I'm a lawyer at a company that employs a LOT of creative people, so it was no surprise to me that one of our employees writes novels. He writes "adult" novels (by which I means, books for adults, not dirty books), and he's got an agent and had a couple published, and gotten some good reviews, and rumor has it that they made a movie of one of his books a while back, although I can neither confirm or deny that rumor. And, according to friends of friends, he's unhappy. He doesn't like the way his writing career is going. He was hoping for more. I don't know what more, because that's not something that you can really ask someone, like--"hey, so describe the ways in which you're unhappy with your writing career"--but I imagine it's the typical writer stuff: fame, fortune, the respect of people of letters. But it's funny, because, um...he HAS the things I dream about. An agent. More than one book published. Books you can buy in,