Thanks David, and sorry for my delay in answering, but I took some days off ;o)
My best advice would be: take a simple object and place some joints in it, Bind it with the Skin Object and then explore it, break it, try to introduce trouble, etc. In other words, keep the object or set up as simple as possible, so you “see” quickly what works and where the problems might come from. There is nothing above your own experience.
Secondly, and I sound perhaps old-school here, but in the past two+ decades, I got most of my personal knowledge from experimenting and reading the manual. I know, I should give you some links for tutorials, but quite honestly, Bret and Kai are certainly the key players here.
Bret and Kai—both—are alumni from the Animation Mentor program. If you like to go far, check them out. Character animation is so much more than what we can do here. The tools are certainly a must have base, but going deep into that field, you need to know more, and to accelerate your career and skills—there is nothing above a “OneOnOne” with pros. Cineversity can give you perhaps a nice start, certainly (AFAIK :o) a good one with the tools, but to launch a complete career, find a mentor. We artists are all different in our needs, something we that we have to address in our search for the “next step”.
My best wishes.
Sassi