This is a terrific site that is all about software training. I purchased Adobe Illustrator and the training at Lynda.com has been invaluable.
There are also documentaries. The last I have watched is on logotype designer Doyald Young --
"I have always liked helping people learn to draw. It is better to give than to receive. I think that teaching is rewarding. It (teaching) helps you decide what you believe in and what the real principles are that satisfy your aesthetic."
"I'm still learning how to draw. There are no secrets to what I do. All that I do is hard work and observation. Really! and doing things over and over until you're satisfied with them and think they're right." This says the eighty year old of the craft he has practiced since youth.
Thanks Doyald and thanks Lynda.com