Let's go back to your original questions.
K2-640 wrote:
Is there a way to have the iPhone automatically add the Prefix 1 to all my contacts.
Does International assist do this for US based phone calls?
No and no.
So, you have two options. 1) go through all your contacts right now and add a 1 to all of them, or 2) wait until Saturday and see if it works without the 1 from your iPhone.
As I stated, we have the same dialing requirements for local calls in Boston, and have for some time now. I do not need a 1 on my contact numbers, nor do I need to enter a 1 first when dialing a local number manually from the iPhone - I just dial the area code and the number (i.e. just 10 digits).