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The biggest trade involving each Canadian team combo, ranked

With less than a month to go until the trading deadline, the seven Canadian teams in the North Division are facing a dilemma. How do you work around a mandatory 14-day quarantine for players crossing the border from the United States?

Do you make your trades early so that you can still get some use out of a player down the stretch? Do you work on deadline day with an eye towards the playoffs, all but writing off the rest of the regular season? Reduce your offers to reflect that change in value? Resign yourself to riding out the year with what you already have, flaws and all, because at least those guys are already here?