Okay, so far, so good. I am 90% there.
I DID NOT switch the SIM cards in the two phones. I went against the instructions given to me by three Apple/AT&T employees. I did some more reading and the information iLounge provided from AT&T spokesman Mark Siegel seemed legit.
http://snipurl.com/1zg46
So this is what I did:
1. Backed-up my 8GB iPhone (A synch with iTunes does this)
2. Restored my 8GB iPhone using the iTunes restore button (this step is probably not necessary, but I wanted to get my 8GB to a clean state)
+
Note: This did NOT restore the original firmware on the phone. It still as 1.1.3 on it.+
3. I connected my new 16GB and went through the activation process. I chose the "current AT$T customer who wants to add this phone to the account." The wording was not close to that, but the intent is the same. You won't we confused by the choices.
4. I activated my 16GB (it took less than 3 minutes)
5. I then did a restore of my 8GB phone to my 16GB phone (iTunes gave me that choice)
+
Note: The restore took a while (10 min or so) due to the large amount of data I had on my 8GB iPhone. As it turns out the restore was not 100% (see below).+
6. When the restore was complete, the phone synched.
+
Note: Apparently the restore did NOT restore all of my data. iTunes then synched my music and video content (this also took a while since I have a lot). Then it synched my photos. Some of my iPhoe synch settings were preserved, but some were not. I then had to set iTunes to synch my calendar, contacts, Safari bookmarks and e-mail accounts. All of the data was on my computer, so it was an easy process. The name that I gave my iPhone was also not preserved. That was also an easy change.+
7. After my 16GB finished synching I checked it out and it was great! 99% of the data I had on my 8GB was preserved. Even my notes, customized icon placement and volume settings. Why did I say 99%? I have a default custom ringtone and two contacts who have separate ringtones (my wife and a friend). All three ringtone files were synched (I used to use iToner, but now I just use iTunes to manage ringtones). My default ring and custom ring for my friend were both set properly. The custom ringtone I had set for my wife was not set. That too was an easy fix.
8. I tried to login to my AT&T account but there were login issues.
9. I connected my 8GB iPhone and iTunes allows me to se*t it up as a new phone.
+
Note: I am on a business trip and won't be able to switch my wife over to my 8GB until I get home this weekend.+
10. The next morning (I started the whole process around 11pm), I logged into my AT&T account and I still had all of my rollover minutes and everything else. My contract is set to expire in October of 2009 (my original date). I had gotten a notice from iTunes and e-mail from AT&T congratulating me for activating, thanking me for my new contract and such (a text message from AT&T to my phone as well). Yet, I DID NOT get a new 2-year contract.
The entire 16GB activation and restore took maybe 15-20 minutes (most of that time was data transfer since my 8GB was almost full.
My 16GB works great! All of my data and settings are the way I want them.
I will report back next weekend when I switch my wife over (she is a current AT&T customer and has a Razr).
All-in-all, a very painless transfer thus far.
WT