I have taken courses from NOLS and the AMC on Outdoor Leadership, and they both work through the concepts of decision making under adverse conditions, with less information that what you really want. They throw in weather issues, medical emergencies, expedition behavior, navigation, and mutiny to make it interesting. (May you live in interesting times...)

I have read a great deal about the subject, but, always seem to learn more by doing. If you're placed in situations where you have to actually make some decisions, and then live with the consequences... well, I'll just say that reality is a great teacher, if you listen. These courses are taught in the wild over a period of a week or more. I would highly recommend them if you're interested in the topic, but, it's an investment in time and money for sure.

http://www.nols.edu/courses

http://www.outdoors.org/education/index.cfm