I'd say that Treliving has done pretty well. The extension of Brodie was great. The jury is out big time on the Gaudreau and Monahan ones but there was sure enough support on this board for both to say there is no obvious mistake. Gio as well, for that matter. I disliked the amount of Bouma's extension.
His UFAs are hit and miss but IMO the big ones, Frolik and Brouwer, have worked out well. Bollig was a misstep. Raymond was as well. Engelland is probably paid too much but is useful.
His trades have been great IMO. He has done exceptionally well as an obvious seller in getting superior returns on declining players. Compare his returns for Hudler, Russell, Glencross or even for Sven or Berra. His trade for Elliott was good IMO.
Where he's made errors they tend to be low-cost (assuming Monahan and Gaudreau play up to potential going forward).
ETA: the coaching hire he made is a huge factor which is still up in the air, but not looking great so far IMO.
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