I'll be honest up front: I'm not a head shot photographer by trade.
I've been learning more about what makes a good head shot ever since I started shooting them a few years ago. Every time I shoot a head shot session I learn new tricks to getting a fantastic image. I spent a few weeks casting for America's Got Talent back in 2007, and I watched Casting Directors toss away so many head shots for the silliest reasons. I'm not a Casting Director, but I've worked with actors in the past, and I've seen my fair share of head shots, good and bad. That being said, art is about breaking the rules sometimes....
I had the pleasure of meeting Morgan and Collin recently for a headshot shoot. Morgan and Collin are local commercial and film actors who needed updated photos to hand out while auditioning. They were easy to work with, and were quite comfortable in front of the camera. We shot on the campus of Regent University for about a hour and a half. Such an awesome family--they had me cracking up the whole time. The end product was great.
I helped a friend shoot some headshots about a month ago. He only had fifteen minutes, so we shot as much as we could, and then called it quits. We ended up with a few good shots. He needed some photos for his website, not necessarily headshots, but these are close.