First, I've never been on a RJ trip, so cannot give any details, but in general - What I see:
"Subscribe with confidence. Every newsletter subscription comes with a 100% guarantee – cancel anytime. My goal is to see you grow, and if you aren’t learning from these newsletters, then please – don’t waste your money on them." (Copied from http://ryanjordan.com/letters)
I see nothing of the sort on the courses page - and seriously I'd be shocked if there was one as I don't believe I've ever heard of a 100% money back guarantee on trips, guiding services, etc. Have you encountered such a policy with other guides/groups?
It seems the desire for the money back guarantee is due to the level of uncertainty you have with the content of the bootcamp, which I am assuming you mean by this trip/course:
It lays out what is covered week-by-week in the course curriculum. The trip details are sparse - it has just the location but I'd imagine it's left like that due to: needing to see how permits work out, how the weather is/how severe winter ends up being, who signs up (may dictate the location, distance, difficulty, etc) so it may be difficult to really be definite on the details of the trek it self until the the guide can see the group dynamics. It could also be the typical foks that sign up for it like this level of uncertainty - heading off on an unknown journey heightens the thrill of the experience and knowing a lot of details in advance would kill the sense of adventure. The site does indeed say:
"I primarily serve clients that want to feel totally hardcore, like Shackleton, but don’t want to drink their pee" (from http://ryanjordan.com/wilderness-trekking/)
Perhaps there isn't anything wrong with the trip/info, but rather this specific trip just isn't for you.
However, there are similar trips - have you looked at the lightweight NOLS trip?