In particular, I’m going to recommend
What Has Government Done to Our Money?
Understanding the Dollar Crisis
The Real Crash (this doesn’t come out for another few weeks, but if you can get ahold of it in time and get him to read it, it may very well be the one thing you need.)
Tom Woods: resources on inflation
Literature on Practical Applications of Austrian Economics (I recommend referring to Schiff, Rogers, and Faber. There’s no way your friend is bigger than these guys.)
Meltdown (tons of great info, easy to follow explanations and examples. Short, easy read. Possibly the best introduction to Austrian economics.)
I’ll add more as I think of them.