Seeing stuff like this, I want to get into comp-sec. It always sounded interesting, and it looks like it pays well...
If it's something you're interested in, go for it. I just worry that people see this like the promise of gold in a faraway land and go rushing in, not thinking about the real distribution of success.
I see that your a sysadmin so if network hacking is more you speed I would download Metasploit[2] and start hacking old linux or windows distros.
[0]http://www.amazon.com/The-Web-Application-Hackers-Handbook/d... [1]http://itsecgames.blogspot.com/2013/07/bee-box-hack-and-defa... [2] http://www.metasploit.com/