TRUMPWORLD ROLODEX — Ask and ye shall receive. In Tuesday's Playbook, Harper-era staffer REGAN WATTS offered harsh words about Canada's readiness for a second unforgiving era of DONALD TRUMP dealmaking. — Whose ear does Ottawa have? As Trump's team coalesces, Watts wonders if the Canadian side is in the loop with a cast of characters, including JARED KUSHNER, the president-elect's influential son-in-law. How about KELLYANNE CONWAY, Trump's former campaign manager and senior counselor? In the case of those two, at least, a source familiar with the government's planning for Trump 2.0 confirmed recent contact. KIRSTEN HILLMAN, Canada's top envoy in Washington, has remained in contact with Conway. PM JUSTIN TRUDEAU's chief of staff, KATIE TELFORD, developed a working relationship with Kushner — and they're still in touch. The source alluded to emerging links with a variety of Trumpworld officials, but declined to name names. — Other lines in the water: The source highlighted Foreign Minister MÉLANIE JOLY's relationship with Sen. LINDSEY GRAHAM (R-S.C.) and Deputy PM CHRYSTIA FREELAND's longstanding ties to former USTR ROBERT LIGHTHIZER — a Trump Cabinet contender who hasn't yet scored a job in the administration. More from POLITICO: Trump picks former Lighthizer chief of staff JAMIESON GREER as USTR — Leader-to-leader: Freeland told reporters Tuesday afternoon that while she and her Cabinet colleagues have been in touch with business and elected leaders in the U.S., “I think the important conversation is the conversation that the prime minister had with the president-elect.” — In related news: ALEX PANETTA of CBC News writes: One thing is clear: Security is increasingly the path to dealing with the U.S. And from the Star’s ALEX BALLINGALL, a reality check: Is Trump right about drugs and migrants coming across the Canada-U.S. border? UNITY WATCH — Can Canadian leaders stay on the same page? That question hangs over a virtual first ministers' meeting scheduled for 5 p.m., where JUSTIN TRUDEAU and the premiers will talk over DONALD TRUMP's tariff threat. Trump has threatened to slap a 25 percent tariff on all Canadian and Mexican imports unless both countries respond to "Crime and Drugs at levels never seen before" on the border. — Team Canada cracks: Alberta's DANIELLE SMITH acknowledged Trump's "valid concerns related to illegal activities at our shared border." Saskatchewan's SCOTT MOE accepted the premise of Trump's complaint, saying Canadians "can all benefit from additional border security stopping the flow of illegal drugs and migrants across our borders." — Perils of disunity: RORY JOHNSTON, an oil market analyst who founded Commodity Context, cautioned that Trump could exploit regional divisions. Johnston recently co-wrote a paper on the prospect of oil tariffs with JOE CALNAN, an energy security analyst at the Canadian Global Affairs Institute. "The only real advantage we have here is presenting a unified front," Johnston told Playbook. "If you're negotiating with a party that has fractured interests, it's very easy to start peeling them apart and playing them off each other." Across-the-board tariffs could actually unite Canadians, Calnan said: "If everybody's feeling the same pain, then we can all be on the same page." Trouble could follow, he said, if the U.S. administration offers exemptions that apply unevenly. — What's the solution? It's complicated. "We do need to make sure that we get at least some exemptions from these tariffs, for the interest of the Canadian economy," said Calnan. "But it shouldn't come at the cost of reducing our cohesion." — Will he or won't he? It's the undercurrent of every conversation about Trump's threat. "Everyone is getting freaked out, but I think the base-case assumption is still that he walks this back," said Johnston. Trump 1.0 often followed a pattern: "They create this big risk, they expose vulnerability, and they start inching and twisting on that pressure point until they get what they want." — One thing's certain: Energy analysts and trade lawyers' workloads spike with every major announcement. WILLIAM PELLERIN, a partner in McMillan LLP's international trade group, was up late Monday. "Everyone wants to game it out," he says. And not just the high-level impact. "Also down in the weeds," says Pellerin. "What does this do to my contract with my customer in the United States? What does it do with my supplier from China, and should I get out of this contract?" POLITICO reports: ‘A shot at the bow’: Trump puts trading partners on notice |