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Vincent James Hooper
Global Finance and Geopolitics Specialist.

Trump’s Global Real Estate Empire: Next the British Commonwealth?

Trump’s Global Real Estate Empire: Greenland, Canada, Panama, Ukraine… and the British Commonwealth?

Donald Trump has never been one to think small. Skyscrapers, reality TV empires, presidential runs—when Trump goes in, he goes big. So why settle for just leading the United States when you could, in theory, take over entire countries?

Recent reports suggest Trump has floated the idea of acquiring Greenland, reclaiming the Panama Canal, absorbing Canada as the 51st state, and—because why not—joining the British Commonwealth. It’s as if the man is playing a high-stakes game of Monopoly, casually eyeing Greenland’s mineral rights while wondering whether Buckingham Palace and Windsor Castle could be converted into a golf resort.

Ridiculous? Maybe. But if history tells us anything, Trump’s most outlandish ideas have a way of hijacking the conversation—and occasionally becoming reality.

Greenland: The Cold, Hard Deal

Trump’s love affair with Greenland began in 2019, when he publicly mused about buying it from Denmark. The idea was swiftly dismissed as absurd, but Trump remained convinced that Greenland was a “great real estate opportunity.” After all, what’s not to like?

  • Rare earth minerals—critical for the global tech industry and conveniently untapped.

  • Strategic military positioning—home to the U.S.-controlled Pituffik Space Base (formerly Thule Air Base), which monitors Arctic activity.

  • Climate change benefits—as ice melts, Greenland could become a prime location for shipping and resource extraction.

Denmark’s response? A polite but firm “not for sale.” But as any good real estate mogul knows, no deal is truly dead until the buyer stops asking. And Trump? He never stops asking.

Canada: The 51st State?

Trump has a curious fascination with Canada. One minute, he’s slapping tariffs on Canadian steel; the next, he’s joking (or not) about adding it to the U.S. as a 51st state.

From Trump’s perspective, absorbing Canada would make perfect sense:

  • It’s rich in natural resources (oil, timber, water).

  • It’s America’s biggest trading partner already.

  • It shares a language and culture (more or less—apart from the whole metric system thing).

His pitch would likely go something like this: “Folks, they already drive our trucks, watch our Netflix, and drink our Starbucks. They wouldn’t even notice if we made it official!”

The only real obstacles? Canada’s national pride and universal healthcare. But hey, if Britain can Brexit itself into economic uncertainty, who’s to say Canada wouldn’t consider a “Cana-exit” from independence?

Panama: “Taking Back” the Canal

Trump has expressed frustration that the U.S. no longer controls the Panama Canal, calling its return to Panama in 1999 a “bad deal.” The man who built casinos and “Trump Steaks” apparently believes that one of the world’s most strategic waterways should still fly an American flag.

His top complaints?

  • “Unfair tolls”—Trump sees this as Panama profiting off U.S. commerce.

  • China’s growing influence—Beijing has invested heavily in Latin America, something Trump views as a direct threat.

  • National security—If America controls the canal, America controls global shipping.

So, what’s his solution? “Reclaim” the canal. Whether that means diplomatic pressure, economic threats, or simply tweeting about it until it trends, who knows? But expect a “Make the Canal Ours Again” rally slogan.

Ukraine: The Wild Card

Unlike Greenland, Canada, or Panama, Trump’s interest in Ukraine isn’t about acquisition—it’s about leverage. His foreign policy stance has been clear:

  • Less involvement in foreign wars. Trump has consistently questioned why the U.S. should pour billions into Ukraine’s defense.

  • Bargaining power. If Trump sees Ukraine as a “deal-making chip,” expect him to use it to negotiate with Russia, NATO, or anyone else willing to listen.

  • An unpredictable strategy. While current U.S. leadership views Ukraine as a bulwark against Russian aggression, Trump might see it as a costly distraction.

Well he is trying to broker a “deal” over Ukraine? Stranger things have happened.

And Now… The Commonwealth?!

Perhaps the most bizarre of Trump’s geopolitical ambitions is his reported interest in making the U.S. an “associate member” of the British Commonwealth.

Yes, you read that correctly. The United States—founded on literally NOT being in the British Empire—may want back in.

Why? Well, consider the Trumpian logic:

  1. A backdoor to Canada, Australia, and the UK—If annexing Canada is too tricky, just influence it through Commonwealth leadership.

  2. Trade & economic dominance—With Brexit weakening Britain’s global influence, Trump could swoop in as the “savior” of the Anglosphere.

  3. Rebranding history—Trump could present this as a “reverse Brexit”—only this time, the U.S. is the conquering power.

Imagine the scene: a Commonwealth summit, where King Charles III hesitantly welcomes “President Trump, Associate Member of the Commonwealth.” Perhaps Trump even redesigns the Union Jack, adding an American flag in the middle.

But that’s just the start. The Trumpian twist on this would include:

1. Trump’s Personal Branding Takeover

  • “Trump Tower London” replacing Buckingham Palace.

  • “Trump’s Royal Yacht”—because the monarchy no longer has one, and he hates an empty throne.

  • The “Trump-Commonwealth Trade Pact”, with Big Macs replacing fish & chips as the official meal of the Anglosphere.

2. Military & Defense Spin

  • Trump might demand the UK and Australia boost defense spending—except instead of spending on NATO, they’d be buying entirely American weapons.

  • He could reframe the Commonwealth as a “new military alliance”—something like NATO but with more gold-plated hotels.

3. The Commonwealth Dollar?

Trump could go full crypto-bro and suggest replacing the British pound, Australian dollar, and Canadian dollar with a “Commonwealth Dollar”—ideally backed by TrumpCoin (which he’d launch from Mar-a-Lago).

4. The Brexit Redemption Arc

  • Remember how Brexit was supposed to revive “Global Britain”? Well, Trump joining the Commonwealth could be spun as Brexit’s biggest win.

  • “Folks, they left Europe to join ME!”—a future Trump campaign rally quote?

5. The “America First, But Commonwealth Too” Paradox

  • How would he balance “America First” with joining a group led by a British monarch?

  • Would he demand to be the new Commonwealth Head? (Sorry, Charles—Melania wants a tiara too.)

6. The Crown vs. The Donald

  • Can you imagine the first Commonwealth meeting with Trump and King Charles?

  • Would Charles subtly mock Trump with his dry British wit?

  • Would Trump claim Charles’ throne as part of a “historic deal”?

Britain and Australia: Will They Fall in Line?

Britain: The Special Relationship Gets Awkward

The UK, desperate for post-Brexit economic stability, might just nod along politely, pretending this is all perfectly normal. After all, if Trump promised Britain a free-trade deal and “special status” in his new empire, some Brexiteers might start calling this a “genius masterstroke.”

Australia: America’s Sidekick as Always?

Australia, eternally loyal to Washington, would likely smile nervously and go along with whatever happens. If Trump rebranded the Commonwealth as “The United States of Anglo-America,” Australia might just update its national anthem to include the words “God Bless Trump.”

New Zealand? They’d probably just pretend they didn’t hear anything.

Final Thoughts: Is This All Madness?

Absolutely. But so was the idea of Trump becoming president. So was the idea of Brexit. So was the idea of the U.S. ever considering rejoining the Commonwealth.

And yet, here we are.

So, should we expect “Trump Greenland Towers” next? A “Make Canada Ours Again” campaign? A Trump-led Commonwealth summit?

Stranger things have happened. And with Trump, there’s always another deal to be made.

About the Author
Religion: Church of England. [This is not an organized religion but rather quite disorganized]. Professor of Finance at SP Jain School of Global Management and Area Head. Views and Opinions expressed here are STRICTLY his own PERSONAL!