Reversing

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If this interests you and you want to go forward, I'd personally suggest the book Reversing by Eldad Eilam over any other resource. However, I don't think books are the right way to go about it. I'd strongly recommend writing some simple C apps and compiling them to assembly (gcc -S) and just reading it back. You'll quickly learn your way around your ISA of choice (x86 for most of you, I'd imagine) and see how code compiles down. Once you get your feet wet, have a friend write up some code and compile it for you to decompile by hand. This was how I learned RCE and I really can't recommend it highly enough. It's a bit steep at first, but you'll quickly get your bearings and be able to do real work.

…ds write little crypto routines in C and compile them, throwing the binaries over to me to hand-decompile. Can't recommend this enough. I also have to recommend the book Reversing by Eldad Eilam if you're interested in low-level hacking from a reversing perspective.

…buted commit protocols, filesystems, and language runtimes in just the last 12 months. If he likes this stuff, get him to stay with it. You asked for books. How about: * The Web Application Hacker's Handbook (bad title, great book). * Eldad Eilam's "Reversing" * The Art Of Software Security Assessment (our industry's bible) * The Shellcoder's Handbook * The last 10 years of Black Hat Briefings talks, which are all available online.