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Yes, it is legal to gamble online in Canadaa with any platform that has obtained a licence to operate in its jurisdiction. This allows many grey sportsbooks to operate in Canada without issue. Ontario remains the exception here, as the AGCO and iGO must regulate all legal sportsbooks.
Yes, sports betting with DraftKings Sportsbook is legal in Canada. That said, each province must regulate its own rules and regulations for DraftKings Sportsbook ahead of a provincial launch.