Without context, I'm afraid I don't understand what this is supposed to signify regarding rationality.
Yes, it's a bit of a koan, and somewhat tangential. It's about the ineluctability of reality, saying that while you must win, you may not win, even if you do everything right. Even the ultimate in rationality is not a get out of jail free card, neither in the backcountry nor anywhere else.
Maybe you can read Swahili. Maybe you are so familiar with hunting rifles you could assemble it blindfolded. Great -- today you get to win. Or maybe the tiger comes by RIGHT NOW. You lose.
"You have before you the Alcor prospectus. In fifty years your body will wear out and die."
(Since there didn't seem to be one for this month, and I just ran across a nice quote.)
A monthly thread for posting any interesting rationality-related quotes you've seen recently on the Internet, or had stored in your quotesfile for ages.