Questions Pertaining to Using Someone Else's Upgrade

Alright, well first off, I don't know exactly where this thread should be located. I only just made this account to make this thread and get this cleared up.
Anyway, well now that that's over, here comes some background to my problem. Back in late November during Black Friday, I was about to upgrade to an iPhone 5S, but last minute I decided that I wanted to try something new and got a Galaxy S4. It was pretty good, but being used to iOS for years, it wasn't exactly what I wanted. Also, later on I got an iPad mini with retina and that further made me regret my decision. Now with the announcement of iOS 8 and things like Continuity, I simply don't think I will be able to stand sitting with my phone for over another year.
My dad is eligible for an upgrade, and with him I have discussed using his upgrade so I can make the switch to presumably the iPhone 6 when it comes out this fall alongside iOS 8. Will we be able to do this? I would like for him to take my Galaxy S4 when I make the upgrade, and he didn't mind at all. Will it be possible for me to use his upgrade for the iPhone 6, and then have him deactivate his old phone and reactivate into my Galaxy S4? Are there any other solutions that would achieve the same thing, but be easier/simpler somehow? What would be the recommended way of doing this, going to a store or ordering the phone and performing the activation at home? Should I go to the store to have this done, should I arrive there with my Galaxy S4 freshly restored, or go there with my phone the way it is? I sort of would like for him to have his (my) phone as a fresh start when he first gets it.
Agh, and as I was wrapping this up, I realized, he has a data plan that currently isn't being offered anymore, where he can use 4GB of data for the price of 2GB. Will he lose this when we do this upgrade and renew his contract or will he still keep the 4GB monthly allowance for the same price of 2GB?

If you're referring to the double-the-data promo, your Dad should retain it as long as he upgrades to a 4G phone.
You could upgrade his phone to the iPhone, then move it to your line.  Then you could move your S4 to his line. 
You can order on-line and do the activations yourself, or go to a store ... whichever you're more comfortable with.
You may want to do a factory data reset on the S4 before giving it to your Dad so that he has that 'fresh start'.
Depending on the phone he currently has, your Dad may need a new SIM card for the S4 (the one in his current phone may not fit the S4).

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