I would have Glass just based on the fact that if we got glass at our team he would pretty much make our defence as solid as ever!
The logical choice is Judd, however i also do not think the club could pay what Pavlich, Riewoldt & Judd and co would want!
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Considering we have Pendles, Thommo and Shaw, and we won't get Judd, I'd take Dal Santo. We need another classy midfielder and he fits the bill. He is 24 - will be at the peak of his powers in a few years... and Collingwood are on the rise, so he would be a good addition to the team.