Trev probably sees his chances of being GM somewhere else go down every time Tkachuk and Bennett have a big game. I am pretty sure ownership was not telling him to sign aging FA vets. He robbed Peter to pay Paul in favouring the short term reward of having that one extra player on the roster instead of paying his stars early. Except the players he chose like resigning Frolik or Brower or Neal just weren’t good and at the end of the day he didn’t leave money to extend Tkachuk or Johnny when he could.
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