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Solution: I'm going to pay the $100 early termination fee, jailbreak my phones and take my money elsewhere.
As for waiting: why should I, because ATT wants to charge me, a loyal, prompt customer twice as much for a phone?
I've been back and forth with customer service half a dozen times today and been told everything from I'll be eligible for the 199 price to not being eligible for an upgrade until 6 months after my contract expires and having to pay 599 for the phone. I'm almost tempted to pay the ETF and start a new account, it's way cheaper than paying the loyal customer premium on both lines.
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