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The age of the oligarch has arrived in Washington and Canada needs to target these new powerbrokers who have Trump’s ear

It happened in the blink of an eye.

Seemingly overnight, the rules of the game — how decisions are reached at the heart of the American government — changed.

And Canada has been caught clinging to the old playbook.

During this past week’s inauguration ceremony, the evidence of this development was everywhere.

The foreground offered the official narrative: there, underneath the Capitol dome, stood Donald Trump to receive his oath of office and deliver his fiery vision for America.

But the background told the deeper story — one that testifies to the new power paradigm in Washington, DC. Among the usual suspects — the first and second families, former presidents and vice-presidents, the Supreme Court — stood Elon Musk, Jeff Bezos, Mark Zuckerberg, Sundar Pichai, and Tim Cook, in better seats, more visible, more prominent, than Trump’s own cabinet members.

You don’t need to be an art critic to decipher this tableau. Power is proximity to power. To put an even finer point on it, the New York Times reported last weekend that there are not enough fancy homes left to accommodate the influx of those vying for influence!

To date, in readying ourselves to prosecute an economic war with our Southern neighbours, our fatal instinct has been to reach for the shelf and blow dust off the trusty, old playbook.

Page 1: Impose retaliatory tariffs on high-profile U.S. goods. Pick industries that will sting politically.

Page 2: Mobilize cross-border alliances, targeting politicians in states and industries that are reliant on Canadian trade.

Page 3 — we won’t make it.

Because if our grand strategy is to target not the people on stage — but those in the seventh row, beside Trump’s estranged third cousins, guess what?

It won’t work.

As much as it might be hard to hear for the bureaucrats who’ve spent years figuring out how to screw Kentucky’s bourbon industry, we need a new approach. And it needs to target those who Trump listens to above all others.

We have to understand that the age of the oligarch has arrived in Washington.

Because while these oligarchs — Musk, Bezos, Zuckerberg, and others — may compete amongst themselves, the fact is they have far surpassed the traditional power brokers: senators, members of congress, lobbyists, the list goes on. (And, don’t forget, it’s these usual suspects who, during the first Trump administration, proudly proclaimed that they could “control him,” and “rein him in.” I’ll let the success of that effort speak for itself.)

The reality is this: Trump listens to, favours, this cadre of unbelievably rich tech oligarchs, not only because they collectively represent more wealth than most nation states, or because he views them as part of his billionaire peer group, but — most importantly — because of what they control: the attention economy. The platforms of discourse. The hardware we use to connect to them. Sometimes both.

From Twitter (now X, under Elon Musk) to Meta’s platforms, their influence in the digital space translates into political capital that traditional power brokers simply can’t match.

I’m reminded of what a former Biden staffer said after Harris’s disastrous defeat, “How do you spend $1 billion and not win? What the f***?”

The question is rhetorical, but I’ll give it a shot.

In today’s politics, the most valuable currency isn’t dollars — it’s attention. And Trump carried a decisive advantage into this contest, with X and other platforms leaning heavily in his favour.

Disturbingly autocratic as this, we don’t have the luxury of debating what this means for the future of politics or dwelling on the contradictions of a movement claiming to champion the working class while embracing impossibly wealthy tech magnates.

At this moment, the only thing that matters is recognizing the shift and adapting to it.

Should we match Trump’s tariffs dollar for dollar? Absolutely.

But if our strategy begins and ends with traditional tools like retaliatory tariffs and old-fashioned diplomacy, we’re doomed.

If we’re relying on a Republican Senator to burst into the Oval Office to dissuade Trump because the orange juice lobby is upset, we’re dreaming.

As Don Leniham recently put it, “America can compensate Iowa farmers or Michigan factory workers far longer than Canada can compensate Alberta’s oil industry or Ontario autoworkers.”

However, if we develop a strategy that reaches and persuades the people Trump listens to first, then we stand a fighting chance. And in a new game, with a new playbook, against a stronger opponent, that’s all we can ask for.

Who among our best and brightest will step up in Canada’s hour of greatest need?

In the aftermath of a major historical event, the causative chain that produced it is often shrouded in mystery. The real drivers are almost always impossible to discover in real time. Clarity only emerges decades later, when long-classified documents are finally released from the archives, illuminating what truly transpired.

But sometimes, history doesn’t make us wait. This is undeniably true of the recent announcement by our 23rd Prime Minister to resign his office this past week.

No sane human being on planet Earth is asking: “Why?” or “How?” They’re asking, “What the hell took him so long?” And maybe that’s the question only the historians can solve. But, at the moment, it doesn’t matter in the least.

What matters is that this country is staring down the barrel of existential threats. And to appreciate their magnitude, we only need to put two things side by side.

One. We are facing the greatest threat to our sovereignty and prosperity in generations.

Two. We are currently led by a lame-duck Prime Minister who the majority of Canadians have exactly zero confidence in to lead us — let alone guide us through the storm. Whose perhaps final decision of consequence — to prorogue Parliament — has plunged our nation into a state of paralysis.

Trudeau’s resignation has left a vacuum for genuine, popularly supported, leadership in this country.

So, what happens next? Who steps up in this moment of historic challenge?

It’s a painfully familiar feeling: just when you need something the very most, you find it’s hiding from you. Right now, I wish I meant my car keys.

The simple fact is that in our hour of greatest need, we need our greatest people to lead us. And in the wake of the fallout to Justin Trudeau’s resignation and Trump’s very real threat of economic war, this is what concerns me: that many of our best and brightest will succumb to the temptation to bury their heads in the sand and pretend this is all a dream.

It’s not. It’s anything but a dream. And nothing is a foregone conclusion.

Leadership is not a title; it’s behaviour. It is how you act. It is what you do. And it is what you are prepared to sacrifice for the good of your country.

Fortunately, across jurisdictional and partisan lines we’ve seen examples of just that. Premier Doug Ford is going into the snake pit on Fox News. Finance Minister Dominic LeBlanc has decided it’s better to focus his attention on the threat of U.S. tariffs than his personal ambitions to become Liberal leader.  Former central banker Mark Carney, on the other hand, who could certainly be spending his time doing something less grueling than politics is expected to throw his hat into the ring. These are commendable actions, but we need far more — and not just from our politicians.

In a recent interview with Jordan Peterson, Conservative leader Pierre Poilievre underlined that Canadians cannot assume, “by simply voting in an election that … all the problems are going to reverse instantaneously.”

That’s neither cynicism nor mere expectation management. It’s an acknowledgment of reality. National challenges aren’t solved at the ballot box alone — they’re solved by extraordinary people stepping up, not just in politics, but in every corner of public life.

Trump himself said he does not care who wins our next federal election. What he does care about is pretty clear: beating us.

That kind of pressure can drive a country into despair, numbing it with a fatalistic sense of inevitability. Or it can do the opposite. It can light a fire. It can inspire resilience, defiance, and the will to fight back.

The most critical question we ought to be asking in this historic moment is not whether Trudeau deserved the slings and arrows or how his legacy will take shape. That will be a rigidly partisan, tiresome tug of war.

The real question is where do we go from here and who rises to the occasion?

“History never looks like history when you are living through it,” so the saying goes. Except when it does. This week, many Canadians woke up to the realization that they are living through a turning point. The Prime Minister’s resignation isn’t the end of the story. It’s the prologue to one of the most challenging chapters in our history.

Now comes the hard part.