Hi,
It's an old thread but guess i can just add on to this thread instead of create a new one.
After hangout for a few years in IT customer service, finally i secured my dream job..to be a pen tester.
However i need to start from a verrrryyy basic things as i didn't have any knowledge in IT security and perhaps the only reason i got this job is because i played with Hellboundhackers during my student life which is 4 years ago.
I have degree in Software Programming, but what can i say that, hacking start with network knowledge. I have to learn bout IP, Port, Linux, Server, etc.
there is no easy way and no spoon feed information. Apparently IT professional didn't enjoy teaching newbie who asked without doing some initial research. At least you should have a general ideas of the thing before getting to more in deep knowledge.
Self learning indeed a necessary criteria in this field. There is no other magical way to gain this skills. Hope i can success

Perhaps my post didn't related to this post...but i feel like i need to say it...hehe..