I suppose the Occam's Razor answer would be that they already have the plan for the next several years in place (what they plan on introducing each year, I mean) and can build each game year to year according to that plan. THEN I could sort of understand how this could possibly work. Anything more complicated than that melts my brain.
As for Madden/NCAA, it's not quite the same thing. Those files don't transfer year to year, they only connect both games from a single year - NCAA '14 only connects to Madden '25, for example. It was that way even when you had imported draft classes in previous years. So the EA Tib devs only had to worry about connecting it to one game, which was being developed right alongside the other.
What SCEA's proposing is different - that you'll be able to continue playing the same franchise across multiple future versions of The Show on through '15, '16, '17 etc...

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