More over if you use tor and planning to do any serious hacking means,it is possible for the LAW enfrocement to catch you easily,here is the advice i got it from one of my PRO friend regarding anonimzationbefore some months,but i tought it would be useful for you
1)never use vulnerable anonymouse networks like tor or any other public or unpaid proxy service. 2)never use a static ip while hacking. 3)never use different or somr rare browser agents in your browser
Here is one more information,As far as i know people who are doing serious hacking uses some kind of complex routing mechanisms for anonimization,but i don't know what exactly they are doing... trying to find it...
pivoting through a server you've taken over is effective as you can delete the logs, thus cutting off alot of the evidence between you and the box that you commit your crimes from.
also, I've heard of people tunneling through infected hosts on botnets for anonymity. Just some ideas.
basically, if you have control over one of the links between you and your target and are able to erase your tracks on one of said links you'll be fine for the most part, using proxies inbetween will improve the effectiveness even more. remember though, there will always be something left over, leave no stone unturned. I realize neither of those methods are considered a VPN, nor are they part of Tor, but they're old techniques that still work great.
i mentioned this before in one of my last posts. i believe the elite way of doing it is controlling each route point (good luck!) by setting up a GRE tunnel. as i said in my post, not exactly easy by any means, but almost undetectable if you do it right
is IS difficult! i only know about the concept, i have not actually done it myself. i have seen how to set one up on a Cisco CLI but i have not actually done it