I think we can all agree that in general smaller contract sell for more $/point than larger contracts. So if you can get 4 50 point contracts for the same closing as a 200 point contract, buy the 4 50 point contracts (and they all have the same number of banked/current point).
I have seen resellers offering 2 contracts for 1 closing costs. In that case it would certainly make sense to get the two seperate contracts.
Otherwise figure out the price difference and then decide if that "insurance" premium is worth it.
Myself, I just have medium to large contract (250 up to 400). I wanted the lower upfront costs.
A bird in the hand is worth 2 in the bush