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I just ran into this problem, and think I can straighten it out for you. During the initial launch of the 3G anyone with an old iPhone on their account could get the discounted pricing. I personally activated an old iPhone the day after the 3G launched and I was upgrade eligible. I am in the military and wasn't able to get the phone until three weeks later. When I went back they had removed my eligibility. I spent 3 hours talking to countless numbers of AT&T reps trying to figure out what happened. Long story short, having the old iphone only helped during launch. If you activate an old iPhone it will not help. Sorry to be the bearer of bad news.