Here is my evolution for a character design of a locksmith located in San Francisco. The only stipulations was that the character had to be intimidating at night, yet still a "nice guy". I'm still developing him, but I thought I'd upload my current works-in-progress.

This version had to be more realistic, like something seen in ILM. I realize I could have made him much more realistic, but I err on the side of whimsical in designing characters.

In the next iteration we had to take our character and go the opposite direction (making them more fun and whimsical). I think I can push it more, plus there are several things I need to fix on him (breaking up his design some more, making the composition of it flow better, showing more sketches of him actually locksmithing). Overall, I think it's getting there. I like his boots. :p