No, I didn't have to reburn for BO. I drove for several months with stock little oil programming and had NO problem. There was occasionally a dip in the idle when the TC unlocked on a quick decel but the truck never died, ever. The thing is, to get the most out of the money you spent on the big oil you should get a re-burn.
If money is an issue right now, get the reg return as it is less expensive. It will allow you burn as much fuel as you'll need with any future mods and it will ease the install of the big oil.
I personally would do the BO first again. Neither item will directly increase mileage although BO does allow stock AD's to work more effectively and that might lend a bit of mileage. These aren't items you do for mileage though, and if you do them expecting better mileage you maybe unhappy. Do either or both mods for the power and drive ability and be happy if the mileage increase, it's an added bonus.