Trade Gibbs for Port 1st round pick (#8)
Trade #8, #19, #50 & #55 + future 1st round pick to GWS for:
Two of their three 1st round picks (#9 + #12)
Lachie Whitfield, Caleb Marchbank, Adam Tomlinson
How on earth do we square that one up?
Tomlinson for Pick 50 (probably in our favour there)
Marchbank for Pick 55 (definitely in our favour)
9 for 8 is negligible (8 will have to be used on an academy player)
Whitfield and 12 for 19 and a future first rounder?
They'd have to be crazy to accept that. Even if the 2017 first rounder ended up being Pick 1, they'd still lose out.
I reckon Whitfield, if he goes anywhere, could end up at Essendon. They'll likely have 2 picks inside the top 3, and will be able to deal one of those plus a later/future pick or a player that wants out.
Marchbank and Tomlinson fit our needs and would be realistic. If we can convince them to come our way I'd be aiming for:
Tomlinson, Marchbank and Pick ~30 (GWS's second)
for
Pick 20, Pick 50 and Pick 55.
Trade Gibbs for 8 as per your suggestion, and go to the draft with picks 3 and 8 aiming to take a quality inside mid and either a genuine KPF (if available), or a classy inside/outside all-rounder.