Monday night I tried using SilverKeeper to see if I could take a shortcut in setting up the 500 GB drive. No go, 20K of files didn't make the transition, resulting in a drive that wouldn't boot.
Last night I installed 10.4 on the new drive, did all the updates and began to restore my data. I have iTunes, Mail, iPhoto and a few other things recovered so far with no loss of data. A few applications would show a blank icon on the old drive, and trying to copy those was futile. No biggie, I either have the original disks or can download them again. I found [link|http://www.procata.com/blog/archives/2007/02/16/how-to-transfer-mac-os-x-application-data-between-computers/\n|this site] to have some helpful tips in getting the data back to the right places.