File and data transfer

I am going to purchase a new MacPro and would like to transfer all my files and apps from my early '08 iMac (OS 10.6.6) The problem is that I have to sell the iMac before I get the MacPro to have enough money. What's the best way to ensure I get all the files copied off.
I have a 1TB OWC external HD that I use for Time Machine and believe that when I get the new MacPro I can load from that but just want to make sure that EVERYTHING from the iMac gets transferred (Logic and ProTools licenses, third party software, etc).
If I delete all the Time Machine backups and make one more final backup before I sell the iMac will that be sufficient? I want to ensure that after I set the MacPro up when I turn it on for the first time it looks just like the iMac.
Thanks.

Why would you delete your existing time machine backups?
Hard drives are cheap. Leave your time machine backups alone, get another external drive and use something like SuperDuper to clone it to the second drive.
Now you can restore from your TimeMachine backup, or the clone (I would use the clone since it would be faster).
Having two copies of your data is good in case something happens with one of your backups. Especially since you are going to sell your computer before you get a chance to really test your backup.
Heck, if I was you I would be making two clone in addition to the Time Machine backup - just because I'm paranoid Loosing files stinks...

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