This just hit me the other day:
Now of course, the extended break between seasons is still an issue, but putting that aside...
Obviously all of 'SNW' is working up to the point where Pike bows out and Kirk takes over as Captain, starting TOS. Meanwhile the show has gradually been assembling the new cast to play the TOS crew, with Spock, Uhura, Kirk, and Scotty on the scene with Bones and Sulu sure to follow down the road. (Also Chekov, probably a first-year cadet at this point).
So once the show reaches 2265, the recast TOS Magnificent Seven will be assembled. At that point, as either another season of SNW or a spin-off, the show could jump ahead four years, and just do TOS Season 4.
Is that even remotely possible?