Hmmm, well, I will suggest getting a shell account if you are taking your first steps with ssh. Good way to learn how to use ssh without having to set up your network and troubleshoot before you know what you are doing.
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Where should i go to learn about network security (encryption, firewall, VPN, etc). Any good sites? Books (free one)?
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I am not sure how all this falls under a
Learning SSH title.
Having a local machine to fool with safely is good.
Good Luck.