I expect a more likely trade would be Jones out, Daniher in, plus further trading between St Kilda, Essendon and possibly other clubs. See below for an example.
GWS are not likely to give up their two first-round picks (currently 11 and 15) for pick 5 because they would lose 563 draft points. They would want to hold on to them to have enough points to match an early bid on their academy prospect who could go as early as pick 3. A bid at pick 3 (2234) can be matched with pick 5 (1878), but a bid at pick 2 (2517) cannot.
Such a trade of first-round picks with GWS would need to have another pick included so GWS do not lose draft points. 563 is the exact draft value of pick 33 (provisionally held by Essendon, tied to GWS's position), so the equivalent trade value of a late second-round pick would need to be included. St Kilda's second pick is currently pick 55, so they may need to trade in additional picks.
A possible trade (I'm just making this up to illustrate how complex a "simple" trade can be in reality. An actual trade may be even more complex):
Sydney pick 23 to Essendon, Essendon's pick 33 and 47 to Sydney (plus a possible exchange of later picks)
Sydney pick 33 and 58 to St Kilda for St Kilda's 2020 second-round pick
St Kilda pick 5 and 33 to GWS for pick 11 and 15
St Kilda pick 11 and 2020 third-round pick to Fremantle for Hill
St Kilda pick 15 to Sydney for Jones (plus a possible fourth-round pick)
Sydney pick 15 to Essendon for Daniher (plus a possible exchange of later picks)
This example may not be realistic, but it's pretty clear that St Kilda may get squeezed hard if they want both Jones and Hill. It is likely they will need to trade out a player or two just to get more picks to trade.
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