After having a lot of problems with my home PC I ended up getting a laptop, which I've finally got setup for doing artwork on. Since I hadn't worked on this Roland piece in a while I decided to take the opportunity to redo what I had done on the character. He wasn't matching my mental picture of him and I wasn't really working on him in a smart way. First thing I did was to rough in some local color and very simple lighting to define volume:
Once I had that in, I went ahead and started working on the head, which is what really bugged me about the previous version:
I'm a lot happier with that - it's hard to avoid Clint Eastwood-isms in portraying Roland, especially since Stephen King describes him as looking like Eastwood, but I wanted a face that matches the voice I hear when I read the books. He's far from perfect, but better than where I was before.
In case I hadn't mentioned it before, this is all done in Photoshop.