Privacy on new laptop (port old settings and/or install Tor)

i am buying a new laptop, upgrading to Lion (from SL) and wanting to get my privacy settings correct so i don't continue to feel like i need to move to Amish Country to live hassle free.
basically i want to make sure this new laptop is secure but also i would like to be able to post to a forum or forums totally anonymously. i'm just amazed at what passes on some forums (like would you say that to someone on the street?!) and i basically want to wipe any identifying info from my laptop and eventually from my desktop machine.
i am also looking at installing Tor [https://www.torproject.org/] and changing the short user name on this exiting laptop [http://www.macworld.com/article/1132693/changeshortusername.html].
i have a boatload of software and customized settings installed on this machine since i moved to mac an i am hoping one of the net savvy cats on the forum can help me figure out whether i should upgrade to Lion (need to do this soon), install Tor (like to do this for privacy), change my short user name (want to do this for practical reasons) and buy the new computer in any particular order.
also, i am hoping to find out if i can port my existing setup (whatever it will be) when i buy the new computer (roughly 1 or 2 months).
finally, i am trying to figure out if i need to do anything other than install Tor to browse the web, post to forums etcetera anonymously.
THANKS

What you really want is the files, not the music really, just the system files so that when you reinstall iTunes you can replace the system files with the ones you backed up, thus saving your settings from your previous installation. As for the music, after you reinstall, you can backup your music from your iPod before you sync it to the new iTunes installation, that way it insures you not to lose all your music. I deleted half my music by accident from in my iTunes Music hard drive that I have separately so as to be able to keep all my music in case of a computer crash, which we both know is a drawback of having a Windows-based PC. Where you want to go is first go to Edit then Preferences then Devices and make sure you have Prevent iPods, iPhones, and iPads from syncing automatically checked, then you can rest assured that you won't lose the music already on the iPod. Then you go to File then Library then Back Up To Disc. This is of course after you have iTunes reinstalled. Just save the system folders with all the system settings from your documents/music/iTunes section. Then uninstall and reinstall. Then transfer the backed up system files back to that folder and overwrite the new files that were created.

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