A lot of interesting discussions with this theme.
When I came up with this theme idea, it was my intention to help the "lower ranked" teams by giving them the roster-selection priority. But I could also see the teams picking later having a slight offsetting advantage of seeing the other rosters. This slight advantage really comes into play only if there are extremes in the other roster(s). For example, if the first three rosters avoided HR hitters, the division captain could grab lower-whip pitchers with higher HRs. Or if nobody in the division drafted SBs, the captain could get away with a lesser throwing arm from his catcher. But it's more likely that the three teams will have a number of different conflicting strategies, thus limiting that advantage.
That being said, I'm sure brianjw will figure out the exact perfect strategy to dominate his three division mates.