I have a friend I want to introduce to anime but I don't know where to start. I'm thinking Cowboy Bebop would be a great starter. It's funny, action packed, serious in a good way, well voiced, beautifully drawn, and intense. But after that, I'm stuck. Sailor Moon will always be my #1 favorite anime, but as a middle aged guy, I don't think he'd be into it (err, or maybe he would... D: ).

What series or movies may you suggest I show him to get him into the game?