A:
As long as you transfer the license over, you should have little to no trouble copying files from the old system to the new. You can access the transfer option in Settings, Account, Billing Options, then select License Transfer. There are some limitations to what you can copy to a flash drive, but all the irreplaceable stuff, i.e. your saved games, are definitely able to be copied. Most games will copy over too, but certain system files, like media updates and xbox system updates, won't carry over. That having been said, anything along those lines can be re-downloaded. Just go to Settings, Account, then Download History, and pull down whatever games you previously purchased that you couldn't move over on the flash drive. Voila.