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Three moves our next Prime Minister should make to win over Donald Trump

Often in romantic comedies there’s a moment where the protagonist realizes, “he’s just not that into you.” For Canada, that moment has arrived with President-elect Donald Trump.

Trump’s recent public comments and Truth Social post deriding us as the 51st state and referring to our Prime Minister as a governor, said the quiet part out loud. Adding insult to injury is Trump ally Elon Musk referring to Prime Minister Justin Trudeau as an “insufferable tool.” Trump isn’t just uninterested — he harbors a deep, visceral dislike, and disrespect for both the Prime Minister and his government — Deputy Prime Minister Chrystia Freeland chief among them.

Our relationship with the United States is vital but is defined by a very unbalanced power dynamic. While no Prime Minister can or ever should admit this outright, the United States could crush us if they wanted to. It’s awkward — not unlike when one partner in a couple makes far more money than the other and everyone knows it, but no one wants to talk about it.

But Trump has proven time and again that he can do away with that conventional awkwardness and has no issue boasting and saying things most decent people would find to be in bad taste.

All of which is to say that while Trump’s jokes about Canada being a state may not need to be taken literally, he and his rhetoric ought to be taken seriously.

Trump’s posts are most significant not for the current Prime Minister but for the next one. So, the more important question is not what Trudeau can do, but what must Pierre Poilievre do to win over the soon-to-be president?

First: Appoint a Charmer-in-Chief. An agreeable relationship between Poilievre and Trump’s administration is not guaranteed simply because they are perceived to sit on the same side of the political spectrum. This was made clear when Vice-President-elect JD Vance, despite his ties to Canadian conservatives, dismissed Poilievre as “Mitt Romney with a French accent.” Strange (and ignorant) as Poilievre doesn’t have a French accent nor does he have much in common with the multimillionaire former venture capitalist Romney.

Nonetheless, Trump is famously unpredictable and often bases his alliances on personal dynamics rather than policy alignment. And this susceptibility to charm brings hope. It was no accident that Trudeau brought longtime ally and Public Safety Minister Dominic LeBlanc — not the foreign affairs minister or deputy prime minister — to his meetings with Trump. LeBlanc exemplifies the affable, backslapping persona that is far more likely to resonate with Trump. Poilievre would be wise to adopt this approach by appointing a similarly personable and charismatic figure to liaise with the Trump administration.

Second: Appeal to Trump’s obsession with size. Trump’s fascination with size, grandeur, and superlatives is well-documented and extends to his approach to governing. For Trump, everything must be “the biggest” or “greatest ever.” While truth often takes a back seat to perception, this framing can serve as a strategic advantage for Poilievre. For instance, take the fentanyl crisis — a major issue for Trump. By tackling fentanyl with ambitious rhetoric, Poilievre can position efforts to stop the flow of the deadly drug as the boldest and most transformative initiatives ever undertaken by Canada. Framing policies in this way not only aligns with Trump’s narrative style but also creates opportunities for collaboration, with both leaders presenting themselves as champions of monumental change — a win-win.

Third: Emphasize a “common sense” agenda. Poilievre has an opportunity to reset Canada’s image on the world stage, moving away from the caricature of the current Prime Minister more interested in colourful socks and costumes than serious matters. Perception matters, especially with Trump. By projecting himself as a no-nonsense, brass-tacks leader focused on outcomes, Poilievre can appeal to Trump’s own preference for business-oriented governance. Feminism, rights for marginalized groups, or social welfare, frankly, are not things Trump has a lot of time for and Poilievre must emphasize his focus on the economy and his “common sense” agenda, in his dealings with the incoming president.

It will be challenging, but perhaps a new protagonist will have better luck dealing with the diva in what is not a romantic comedy, but the very harsh reality our country faces.

The border wake-up call is ringing — bring on the drones, helicopters and patrols

If you’re out walking after a bad storm, you’re liable to come across a few trees with limbs that are just hanging on.

One scintilla of added pressure, one strong gust, and the branch breaks.

This is the fragile reality of Canada’s immigration system today. The storm was entirely of the federal Liberals’ making. The next one will be entirely out of their control.

Canada’s immigration system is buckling under the weight of two critical pressures. One — capacity. Our country has failed to plan for the number of immigrants who have come here in recent years. Second — public sentiment. Now, for the first time in more than a quarter century, a clear majority of Canadians have soured on immigration. They’ve said enough is enough and made it clear there’s been too much, too fast, with insufficient supports.

These cracks are undeniable. So deep that — in a total about-face — the Liberal government has slashed its own immigration targets with a 21 per cent reduction in permanent resident targets for 2025.

Guess what? The Band-Aid solution won’t repair the cracked foundation.

But it gets worse. Because that foundation is about to have an elephant leap on top of it.

You don’t exactly need a crystal ball to predict that when U.S. President-elect Donald Trump assumes office in January, his campaign promise of mass deportations will drive scores of desperate migrants north. And we are in no way, shape, or form prepared to deal with this reality. Not from a policy, humanitarian, or strategic perspective.

Trump kicked off this debacle, not only with his promise of mass deportation but with the accusation last week that — as it stands right now — the problem is the other way around.

“As everyone is aware, thousands of people are pouring through Mexico and Canada, bringing crime and drugs at levels never seen before,” he said. The penalty for our alleged crimes? A 25 per cent tariff “on all products.” On day one of his presidency.

So much for our special relationship.

Predictably, this development sent many of our media and government actors into a frantic tailspin of anxiety and protest. Articles pushed back on the idea that Canada should be equated with Mexico regarding border issues. Immigration Minister Marc Miller explained that there is zero ground for comparison, stating that the flow of migrants entering the U.S. from Canada and those entering from Mexico was “the equivalent on a yearly basis with a significant weekend at the Mexico border.” He continued, “We have a job to not make our problems the Americans’ problems, and they have a job not to make their problems ours.”

And there’s the rub.

He’s right about the facts at our border and the spirit of international co-operation that should underlie them. He is dead wrong about the realpolitik of our relationship with the next President of the United States.

Because for all the supposed people or illicit goods that might flow between our borders, America can handle our “problem,” our traffic — we, on the other hand, cannot even begin to dream of sufficiently handling a mass influx of migrants across our border and into our cities.

We don’t have the resources, space, or public appetite. Moreover, right now, we don’t have clear and focused public discourse on this issue.

We don’t need a sober “reality check” when it comes to this debate. What should be — but evidently is not — abundantly clear to our political class is that Donald Trump will say anything — fact or fiction — to improve his bargaining position and get his way. What we need is a strong plan to reinforce our border. Because that is the only way to prepare and do what we need to do — kill two birds with one stone.

First, to show Trump we’re making progress on a critical political priority for his administration: border security. Second, to prepare for the potential influx of migrants that will look to head to Canada the minute he takes office.

That plan should consist of more drones, helicopters and patrols as the RCMP and our border agency has asked for — but it also must include stricter punishments for the phoney, unauthorized immigration consultants and human traffickers that prey on people’s lives and livelihoods.

Borders are lines in the sand. Symbolic by nature. That’s precisely why they’re such fertile ground for politicians to grandstand, to deceive, to promise then, let down.

It’s also why reinforcing them with action, not words, is what the Canadian public must demand.

This is the difference between the political moment that swept Justin Trudeau into leadership and the one that will push him out

People have good reason to doubt the veracity of campaign promises because they have good, abundant evidence that politicians hardly feel honour-bound to keep them.

For many politicians, making promises you can’t keep is as natural as breathing on the campaign trail. In turn, the electorate is conditioned to expect political promises to be like piñatas: designed to be broken.

But it looks like the Donald Trump’s victory may be ushering in a new era.

Exhibit A — Trump’s statement in his victory address on election night: “We will govern by a simple motto: Promises made, promises kept. We’re going to keep our promises.” (Sharp political observers will remember these exact words helped propel former Ontario Conservative leader Mike Harris to two majority governments in Ontario.)

Fooled once (as if one vast helping of humble pie wasn’t enough), his opponents are now clinging to the refuge of an additional fantasy — that it’s still all smoke and mirrors, that he won’t make good on those seemingly terrifying promises.

There is not a cup of coffee in the world strong enough to wake these people up — because there is absolutely zero indication anyone can reasonably cling to this belief. Trump’s ever-running announcements of yet more appointments of the most rabid, radical elements of the MAGA movement to the highest offices of the land is a shotgun blast to these life rafts. Conspiracy enthusiast RFK Jr. as health secretary. Russia enthusiast Tulsi Gabbard as director of national intelligence. Don’t get me started on Matt Gaetz as attorney general.

But I suspect the deeper point is that the 2024 U.S. election represents a larger, more fundamental sea change — a definitive transition from values-based politics to transaction politics.

And there is no better testimony to this shift than Prime Minister Justin Trudeau and the difference between the political movement that first swept him into office and the one that is going to blow him out.

In 2015, Trudeau had it all: celebrity, charisma, charm. But more than anything, he spoke to and represented values. The core tenet of Trudeau-ism was politics done, if only notionally, differently.

In 2024, here’s what is crystal clear: people are sick to death of this. What they want delivered is not the talk but the goods. They want prices down. They want criminals in their neighbourhoods locked up.

Simply put, they want results.

What is clearer still is that Canadians believe Trudeau can’t deliver those results.

So, Trump’s victory will do absolutely nothing for Trudeau’s chances in the next election. In fact, it will do the opposite. It will inspire Conservative leader Pierre Poilievre’s team to keep pursuing the scent they’ve already so sharply picked up: that when life gets tough people desire — not a lecture on political correctness — but a promise on making life affordable.  And more than that, a government that they can count on.

But, more importantly, it should do something else too. It should serve as a wake-up call to those who believe in the utter nonsense that Poilievre won’t do or doesn’t mean what he says. Axe the taxShutter the CBCCut the GST on new homes. He will do these things. And, critically, he’ll do so faster than you expect.

Having served as an MP since 2004, Poilievre’s long record in the House of Commons is often used against him by his critics. They cast him as a permanent politician. But experience is the ultimate teacher. Don’t forget, the early Stephen Harper years were minority governments, and the agenda was largely frustrated by constant deal-making with the opposition parties.

Eventually, Harper got his majority and Poilievre his seat at the cabinet table. But it took precious time to get there.

So, the point is this: should (and it is essentially certain) the Conservatives win a majority, the new government will face a crucial window of opportunity. A mandate to act and not a minute to spare.

Because the 2024 presidential race has underscored the public appetite for results over rhetoric. And, for my money, it is as clear a signal as any that Poilievre will spend zero time on symbolic gestures and all his time delivering on his promises.

Donald Trump is going to win the 2024 U.S. presidential election. Here are three reasons why

If there is one thing I’ve learned in my time writing this column, it’s that readers, especially those who read regularly, would rather I be direct, precise and dead wrong, than prevaricating, wishy-washy and possibly correct.

So here goes.

Donald Trump is going to win the 2024 U.S. presidential election. On election night. Decisively.

He’ll do so for three key reasons.

Reason one: neck-and-neck national polling means advantage Trump.

In a polemic on the inaccuracy of polling, political scientist Lindsay Rogers took its proverbial grandfather, George Gallup, to task, stating, “Instead of feeling the pulse of democracy, Dr. Gallup listens to its baby talk.” Yes. No. Don’t know.

Ever since pollsters failed to predict Trump’s 2016 victory, many gleefully echoed this sentiment — proclaiming the death of polling. The fact that, this time out, the majority of the national polls find Trump and Democratic candidate Vice-President Kamala Harris in a virtual dead-heat hasn’t helped. Declaring the race is within one per cent has unsurprisingly only contributed to the impression that pollsters have utterly failed — yet again — to locate that pulse.

But that impression is flawed.

Pollsters have gone to great pains to make good on their previous errors — ensuring, for example, more noncollege educated Americans are represented in their sample populations. But the one thing you can never fully account for is nonresponse bias, those voters who like Trump’s policies — tax cuts, mass deportations, etc. — yet are embarrassed to admit as much outside of the privacy of the polling booth.

So, while I believe the polls are more accurate than they were in 2016, I still suspect they understate the former president’s support.

In the end, for Trump, winning the popular vote may be a tough test given the Democrats have won the popular vote the last seven times out. But only the electoral college matters and here Republicans enjoy a structural advantage. That means Harris needs to be ahead in the national polls by at least a healthy margin to take the presidency. She’s not there and, at this point, she won’t get there.

Reason two: Pennsylvania.

It’s nicknamed the Keystone State for a reason and in my view, the race comes down to this commonwealth.

With 19 electoral votes, Pennsylvania was part of the “Blue Wall” until Trump flipped it red in 2016.

In 2020, the Democrats’ answer was to run a native son, “Scranton Joe.” It worked.

While Harris is doing everything she can to correct Hillary Clinton’s neglect of the Blue Wall states in 2016, the vice-president failed to pick the state’s popular governor, Josh Shapiro, as her running mate.

A strategic mistake I believe will cost her this election.

Third, the Trump formula has worked.

The pundit class loves to say that Trump has rewritten the campaign playbook. They’re wrong. He’s following it to the letter. If we judge a campaign on the basic metric of whether it has effectively appealed to people’s priorities, Trump has been successful this time out, just as he has been before.

Trump and his campaign see what many cannot see: the genuine views of a significant portion of the American electorate.

Accordingly, his most concrete campaign promise is his most ludicrous and fascistic — the mass deportation of newcomers to America. To many Americans, illegal immigration sounds like a major and, in listening to Trump, a deeply frightening problem. Mass deportation sounds like a primary solution. Its appalling inhumanity is secondary.

What those voters have not heard enough from Kamala Harris is a) an admission this is a problem and b) an appealing answer to address it. While this is just one example, it is representative of a campaign that needed to focus more on articulating how a Harris administration would address the real priorities of the American people and less on her opponent.

The fact is commentators who have assumed that the stain and chaos of Trump’s first term would disqualify him from the Oval Office a second time are fundamentally mistaken. The damage he has wrought upon American institutions and the electoral process has only lowered the bar.

And in the democratic landscape he has salted, Donald Trump will claim victory, regardless of the objective outcome.

Trump and Harris have each found a simple message. Which will America buy?

There’s an adage about campaigns: tour reveals strategy.

If you pay close attention to where candidates show up, you’ll uncover the places they value most, where — precisely — they believe the path to victory lies.

“Believe” being the key word.

In 2016, Hillary Clinton’s team believed the “blue wall” would hold. Accordingly, she neglected key Midwestern states for other battlegrounds. The result of this miscalculation? Defeat.

With the 2024 election in the home stretch, let’s look at four major campaign tactics and what they reveal not only about where the Donald Trump and Kamala Harris campaigns respectively believe the election will be won/lost, but also how the evolving media landscape is reshaping political strategy altogether.

Home games (friendly media):

In today’s landscape, tour isn’t just about physical travel — it’s about candidates’ strategic media presence. And the platforms with which they choose to engage offer crucial insights into their strategy and target audiences.

Trump has been making the rounds on popular comedians’ podcasts; appearances light on substance — heavy on machismo. By contrast, Harris has opted for stops on mainstream shows like “The Late Show,” “The View,” and “Howard Stern.” The proceedings similarly fawning.

Yet, these choices expose two fundamental elements of each campaign’s media strategy.

First, given that most mainstream media outlets are hard on Trump, he is forced to rely on “grey” or non-traditional platforms to play his media “home games.” Meanwhile, Harris hasn’t confined herself exclusively to traditional outlets either. She has branched out into unorthodox spaces, appearing on the “Call Her Daddy podcast.

The takeaway is that both campaigns recognize the limits of relying solely on legacy media. The conventional — even cable — broadcast networks no longer cast widely enough to engage modern voters effectively.

Second, both Trump and Harris are leveraging this fragmented media landscape to connect with specific demographic groups they view as key to victory.

The podcasts Trump frequents cater primarily to younger men, while Harris has gravitated toward platforms that resonate with young women. This precision targeting represents more than tactical innovation — it demonstrates both campaigns’ acute understanding of the pivotal role these audiences will play in determining the outcome of the election.

Away games (unfriendly media):

After initial hesitation, Harris has now demonstrated a growing willingness to engage with unfriendly media.

She recently took part in a nearly 30-minute interview on Fox News — reaching more than seven million viewers. Compare that to Trump’s showing on a Fox town hall hours earlier that garnered only 3.1 million viewers. Harris’s campaign has even begun running ads on the same network. This strategy signals that her team believes some right-leaning voters are still persuadable and worth pursuing.

By contrast, Trump’s campaign seems more comfortable sticking to home turf. While Trump has sometimes participated in tough interviews in the past, his approach this cycle has focused on targeted efforts, like participating in a Univision town hall to connect with Spanish-speaking voters. This calculated strategy reflects his team’s understanding that engagement with mainstream media offers little reward and high risk.

But both campaigns recognize the risk/reward dynamic at play. Harris’s team is betting that the potential payoff of swaying Fox’s audience outweighs the risks of bombing and right-wing criticism. Meanwhile, Trump’s team has concluded that mainstream platforms won’t move the needle. Meaning: no hope of reward, no need to risk a thing.

Surrogate strategy

Surrogates are essential for amplifying a campaign’s brand and message.

It’s not just about who they are — it’s about what they’re saying. And both campaigns have employed surrogates not merely as cheerleaders but as problem-solvers to address their candidate’s most glaring vulnerabilities.

Earlier this week, Barack Obama, addressing his community, directly challenged Black men who might reject the idea of a woman president. Meanwhile, Trump’s ostensible interpreter with rust-belt credentials JD Vance has taken the lead in running defence for Trump’s most outrageous views, however ineffectually.

These surrogates are far from ceremonial. Their roles are strategic and calculated, aimed at tackling the most persistent narratives their candidates need to confront head-on.

One last thing

This is the political era of simplicity.

Both campaigns recognize that election day largely comes down to the power of one key message as voters’ head into the polling booth.

For Trump: “Life was better — and more affordable — under me.”

For Harris: “Trump is a threat to democracy and all we care for including a woman’s right to choose.”

One vote is for the pocketbook. The other is for the soul of the country.