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Joined: Mar. 2018
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With the way the Leafs management runs their team and the amount of media coverage and scrutiny the media already gives Toronto, there's no price at all they'd consider adding DeAngelo. He'd be on their "do not trade for" list, similar to how they had Ryan Merkley on their "do not draft list.
Bennett would be a good add for the playoffs for this team, but not worth the downgrade from Kerfoot. Most I could see Toronto doing is a 3rd or a 2nd with Engvall for Bennett with retained salary. Not saying it's fair value, but their cap situation dictates that and Bennett isn't much of an upgrade of Engvall or Simmonds or any of their bottom 6 as it is already so it's probably not worth the talk.