As a whitehat pentester I often wonder about the darkside. I see myself working in the office, and imagine that there is someone just like me in China or Romania or in their parent's basement that is pretty much doing the exact same thing, but hurting people for money or just for the "lulz".
Similar to this great question: "What are the career paths in the computer security field?". What is the job scene like on the darkside? What kind of crazy job opportunities await the amoral hacker? Do all of the "common roles" covered in AviD's answer have a darkside counterpart? What about the gray areas of computer security? (Which some of us consider to be just plain-old blackhat)