Photographing headshots is a departure from the stuff I normally shoot in regards to photographing people. When my buddy Aaron Ross asked me to shoot his headshot for his agent, I said sure. A portrait is one thing, a head shot requires a little direction. I find that I really don't like directing people. It doesn't feel natural to me. It's quite necessary though.
They say there's is plenty of headshot work, but a good headshot is important for actors and models. What I can tell you, a good headshot photographer is hard to come by.