I wrote a quick note to the man himself asking for some tips on how he goes about redesigning characters and if he had any advice for me. I got this response today:
I always start off with basic shapes and then i build upon that. the key is to keep it loose, nail down your construction and then start to refine. Hope that helps a little more
Here's the link to Schoolism, where there are some great courses, including work done by Steven Silver. He posts work up here too, which I really want you guys to check out. He's been an inspiration to me for a while now!
I think this comment will certainly influence my work :) I'm really happy he got back to me.