One thing Donald Trump loves to say is that he knows how to make a deal. And even for our allies, sometimes the “Art of the Deal” can feel like a shakedown. Ask NATO about that, and you’ll get some nods. But lately, Canada is the ally that’s been caught in Trump’s line of sight.

The president-elect has been trolling Prime Minister Justin Trudeau on social media, calling him the “governor” of America’s “51st state,” and threatening to impose a 25 percent tariff on Canadian imports if they don’t step up their game on border security.

On this episode of Playbook Deep Dive, Canada’s ambassador to the U.S., Kirsten Hillman, joins Playbook co-author Eugene Daniels to discuss how Justin Trudeau’s embattled government is rolling with Trump’s punches; enduring their own political crisis and making inroads with Trump world.

Eugene Daniels is a Playbook co-author for POLITICO.

Kirsten Hillman is the Canadian ambassador to the U.S.

Kara Tabor is a producer for POLITICO audio. 

Alex Keeney is a senior producer for POLITICO audio.

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