With all this talk of what equipment to take, the one thing which is vastly superior today is the footwear, not necessarily the uppers but the soles, how many times did he have to re-sole those leather soles in comparison to modern materials.
One of the things that did come out in the research was that most pioners/trapers/mountain men wore Moccasins as they were cheap and easy to repair when they wore out, and saved their tuff boots for when they really needed them..