As I posted in the other Caddy thread re: this question.
This is a decent question, and one that no-one on here could possibly answer with any degree of certainty. Much like the idea of trading Hooker, Gumbleton, Pears or any other Essendon player (+ a 3rd rounder). No-one here knows how opposition coaches rate other teams players. How often have we seen players that we think are average, get turned around at a different club. Sydney have been doing it for years. We sit here and go, player x is rubbish, he isn't worth what you are asking for, but in all truth, we have NFI.
I am pretty sure that all three of the players I named above, would have currency with other coaches, even if opposition fans disagree. No different to the way that we look at players from other clubs and down play their value. In answer to your question, I'm sure Essendon would entertain that trade, if they thought that they would benefit from the trade. No club out there will entertain a trade they know is going to weaken their club, which is why so few trades are traditionally done. The answer to your question comes down to whether Essendon believe that their best 22 with Caddy in it, would be better than their best 22 with Carlisle in it.
In my view, Caddy at this point in time, given that he can walk out on GC for no compensation if he isn't happy with a proposed trade, is only worth a late first or a second round selection. I say that, because all the high first round draft picks, are at clubs he probably doesn't want to go to, GC, WB, GWS, Melb, PA, Bris and quite likely Rich and StK as well. Again, that is only my opinion, the coaches out there might have very different opinions, as may Caddy himself. Whilst not impossible, I seriously doubt that GWS would waste a pick on a kid that doesn't want to be there (Sheedy or not), especially since this draft seems to be pretty good, and most likely nor would any non-Victorian club.
Would I like Caddy at Essendon, of course, but to me, he probably isn't worth most of what is being bandied around here. He isn't worth a 1st and 2nd round pick as some have said. He isn't worth a 1st round pick and a player. If GC want a player, and I was conducting the trade, it would be a one for one, or at worst one + a 4th round pick, because to me, GC are not in a position of strength. I could be wrong at it may end up a furious bidding war, and he may get GC two 1st round picks, who knows. All I know is that most of the trolling BS in this thread is laughable. Unless there is a recruiter with inside information posting facts in the thread (highly unlikely considering the damage that could do to any potential trade), we are all of us, totally clueless as to who will go where for what.