Associate Editor for DobberHockey (Wednesdays). Click that Ramblings button on the the menu bar!
(No I don't have a hockey problem...)
I think the value between 2 and 5 is more substantial than the value between 9 and 14 which isn't much difference at all. So I'd go with 2 and 14.
If you get the chance to get the #2 overall pick you go out and get it. Having the opportunity to get a player like Matthews, Mackinnon, Draisaitl, or even Makar you don't pass that up. Even when you get down to pick #14 you are going to receive a quality player at that pick as well. Go with the #2 & #14 pick.