Chuck Holton
Politics • Culture • News
Chuck Holton is an American war correspondent, published author, and motivational speaker.
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BREAKING: Did Russia Just Lose Half Its Strategic Bomber Fleet?

Published: June 1, 2025
By: Chuck Holton

In what may prove to be one of the most significant single blows to Russian airpower since the start of the war, Ukraine has reportedly launched a surprise drone strike that damaged or destroyed more than 40 Russian military aircraft—many of them nuclear-capable strategic bombers.

According to Ukrainian officials, the multi-pronged drone assault hit several airbases deep within Russian territory, including Engels and Mozdok—home to the Tu-95MS “Bear” and Tu-22M3 “Backfire” bombers. These platforms form a major part of Russia’s airborne nuclear triad. If the numbers are accurate, nearly 60% of Russia’s strategic bomber force may have been rendered inoperable overnight.

Let that sink in.

A Devastating Blow to Strategic Deterrence?

Russia’s long-range bomber fleet has always been one of its most visible symbols of power. The Tu-95, a Cold War-era workhorse, and the Tu-160 “Blackjack”, its modern supersonic counterpart, are both capable of launching nuclear cruise missiles from thousands of miles away. While the Tu-160 fleet is smaller—only about 13 aircraft—the bulk of Russia’s deterrent bombers are the 55 or so Tu-95s in service.

Additionally, there are roughly 27 Tu-22M3s that play both tactical and strategic roles. These were also reportedly targeted in the strikes.

If Ukraine’s claim that 40 aircraft were damaged or destroyed holds true, that’s a crippling hit to Russia’s long-range nuclear delivery capability.

How Did Ukraine Pull This Off?

This wasn’t a fluke. This was a coordinated, high-tech assault—likely involving long-range drones launched from both inside and outside Russia. Ukrainian sources have hinted that some drones may have launched from mobile platforms inside Russian territory, underscoring Ukraine’s growing sophistication in asymmetric warfare.

The attacks appear to have caught Russian air defense units off guard, raising serious questions about Russia’s internal security and the vulnerability of its critical military infrastructure.

The Geopolitical Fallout

This strike doesn’t just represent a tactical win—it’s a psychological and strategic victory. Russia’s nuclear triad depends on the credibility of all three legs: land-based missiles, submarine-launched missiles, and air-delivered weapons. Severely degrading one of those legs changes the strategic balance—at least temporarily.

Will this embolden NATO? Will it force Moscow to accelerate its reliance on missile or submarine deterrence? Or does it push Putin closer to the brink, where desperation could make him more dangerous?

What Happens Next?

Russia has yet to confirm the full extent of the damage, and it’s unlikely they ever will. But satellite imagery and independent assessments will emerge soon enough. Meanwhile, Ukraine has demonstrated a game-changing capability: the ability to reach far into the heart of Russia and target some of its most valuable military assets.

In a war where drones have already shifted the balance on the battlefield, this latest strike may be the biggest shift yet—not just in hardware, but in psychological dominance.

We’re watching history unfold.

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Greenland and Iceland: a study in contrasts

I had a great view out the plane window as I left Greenland today and the photography is really striking. It’s just solid snow and ice as far as you can see.

Two hours later we were dropping into Iceland, which is almost the same latitude, and it was 43° and rainy. Very strange. I think these two places need to switch names.

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I Went to Greenland. The Truth About Trump's Claim

I stepped off the plane into Nuuk expecting “cold,” the way you expect cold when you’ve looked at a weather app and seen a number with a minus sign attached, but Greenland doesn’t really do cold as a temperature so much as it does cold as a condition—something that presses against your cheeks, creeps into your gloves, and makes the simplest choices feel like strategy, like whether you can afford to stop walking long enough to film a shot without your hands turning into useless bricks.

The first thing that hits you is how close everything feels to the edge of the world: the ocean is right there, the mountains loom like the backdrop of a survival documentary, and the snow doesn’t just “fall,” it moves sideways, drifting and pooling into ridges that force you off sidewalks and into the kind of half-plowed, half-forgotten paths where you start making peace with the idea that you might have to cut between somebody’s house just to find your way back to wherever “home” is tonight.

I walked down to the water because I wanted to see what Nuuk looks like the way Nuuk sees itself—facing outward, facing the sea—and out there, unbelievably, there was a guy in a boat, just working the icy water like it was any other day, which is the kind of detail that makes you realize how quickly humans can normalize the extraordinary when the extraordinary is what they grew up with.

And then there were the icebergs.

Not the dramatic, movie-poster ones you think of when someone says “iceberg,” but these smaller pieces that look like they broke off something much bigger and drifted in close, like the Arctic casually scattering fragments of itself along the shore for you to study up close; some of them were the size of a truck, which still qualifies as “tiny” here, and some were smaller still, but the color is what keeps pulling your eyes back—this improbable, almost luminous blue that looks like it belongs in a gemstone, not in a chunk of frozen seawater sitting on a beach.

It was around sixteen degrees when I filmed that first clip—sixteen Fahrenheit—and people kept telling me, almost cheerfully, that I was lucky, because this was “pretty warm,” and that’s the kind of local optimism you either admire or resent depending on how far into your gloves the cold has crawled.

But I didn’t come to Greenland just to confirm that it is, in fact, Greenland.

I came because I wanted to see what it feels like in a place when the President of the United States starts talking about that place the way a developer talks about an empty lot, or the way a bully talks about a smaller kid’s lunch money, and I wanted to hear it from the people who live here—people who have never had to wonder whether America is a friend, because the assumption has always been yes, of course, that’s what allies are.

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Comprehensive Report: Why Denmark and Greenland Are Not America’s Enemies


Ah, yes, the classic foreign policy move: eye a strategic chunk of ice bigger than Texas, declare it must be yours “one way or another,” and then act surprised when your long-time NATO buddy starts looking at you like you’re the ex who won’t stop texting at 3 a.m. President Trump’s revived obsession with acquiring Greenland—first floated as a cheeky real-estate deal in 2019, now upgraded to vague military-threat territory in his second term—has managed to turn a reliable ally into a diplomatic headache. But let’s be clear: Denmark and Greenland are emphatically not America’s enemies. In fact, they’re the kind of allies who show up when it counts, bleed for the cause, and then get rewarded with public musings about forced annexation. Charming.



The Post-9/11 Loyalty Test: Denmark Actually Showed Up


When the towers fell on September 11, 2001, NATO invoked Article 5 for the first (and so far only) time in its history. An attack on one is an attack on all. The United States called, and Denmark—tiny, prosperous, usually more known for pastries than combat—didn’t just RSVP. They deployed troops to the sharp end.
Denmark sent around 9,500 personnel to Afghanistan between 2002 and 2013, mostly in the brutal Helmand Province as part of the British-led task force. They fought in some of the war’s nastiest spots, suffered ambushes, IEDs, and prolonged sieges (remember Musa Qala in 2006?). The result? 43 Danish soldiers killed in Afghanistan alone—the highest per-capita loss of any NATO ally, even edging out the United States in proportional sacrifice for a nation of under 6 million people. That’s not “token support.” That’s putting skin in the game.
And it didn’t stop there. Denmark was one of the few countries (and the only Scandinavian one) to join the U.S.-led invasion and occupation of Iraq, deploying forces despite domestic controversy. Another 8 Danish soldiers died in Iraq. In total, over 50 Danish troops never came home from these post-9/11 operations.
President Obama once publicly thanked Denmark for its “extraordinary contributions” in Helmand, noting they operated “without caveat” and took “significant casualties.” Yet here we are, years later, with threats to seize Greenland dangling like a bad punchline. If that’s how we treat allies who literally died defending our collective security, no wonder the rest of NATO is side-eyeing the whole thing.


The Greenland Reality Check: Already a Cooperative Arrangement


Greenland isn’t some hostile foreign outpost—it’s Danish sovereign territory, but the U.S. has had a cozy military foothold there since World War II. The 1951 Defense of Greenland Agreement lets American forces operate bases like Pituffik Space Base (formerly Thule Air Base), with radar systems crucial for missile defense and Arctic monitoring.

U.S. planes fly over, land, and conduct operations with Danish cooperation—no need for a takeover when you already have the keys.


Denmark has consistently facilitated U.S. access while balancing Greenlandic self-governance. Recent years have seen upgrades to early-warning systems tied to ballistic missile defense, plus joint economic and environmental cooperation. In short: the current setup works for American national security interests without anyone needing to wave invasion threats around. Why risk blowing up a perfectly functional alliance over something that’s already half yours?


The Backfire Potential: Bravado Meets Reality


Trump’s approach—bluster first, details later—might play well in rally crowds, but it’s textbook overreach when directed at a NATO ally. Danish leaders (and Greenlanders, who poll at ~85% against joining the U.S.) have called it “absurd,” with warnings that any military move would spell “the end of NATO.” Other European allies are rallying behind Denmark, boosting military exercises in Greenland as a not-so-subtle signal. Threatening to invade a partner that invoked Article 5 for us, sent troops to our wars, and hosts our Arctic bases? That’s not “winning” the negotiation—it’s handing Russia and China the propaganda gift of a fractured West on a silver platter.


In the end, Denmark and Greenland aren’t enemies. They’re the friends who had your back when it was dangerous, expensive, and unpopular. Treating them like a hostile takeover target is not just bad strategy—it’s hilariously tone-deaf. Maybe next time, try diplomacy instead of threats. Or at least buy them dinner first. After all, they’ve already paid in blood.

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The Night the Sky Went Quiet

Last night, a lot of people thought it was finally happening.

American jets were spotted moving over eastern Iraq in the dark hours—right around 2:00 a.m. local time, which lines up to roughly 6:00 p.m. Eastern back home. The timing, the routing, the sudden tension in the air—everything about it looked like the opening chapter of a strike package headed toward Iran.

And then… it stopped.

At the last minute, it appears President Trump pulled the plug. The attack that seemed imminent never materialized. No explosions. No confirmation. Just silence—followed by a wave of confusion, frustration, and, inside Iran, something worse: despair.

So today, let’s break down what likely happened, what it says about the administration’s thinking, and why oil—yes, oil—may be the hidden hinge this entire decision swung on.

 

Before We Talk Strategy, Let’s Talk Reality

Iran’s regime wants the world to believe the killing has stopped.

It hasn’t.

The government did what authoritarian governments always do when they feel heat: they ran a charm offensive. They went on TV, smiled for the cameras, and tried to rebrand the slaughter.

“We’re not shooting protesters,” they say. “We’re only shooting terrorists.”

But “terrorist,” in their vocabulary, has become a synonym for “anyone who wants freedom.”

The truth is ugly, and it’s everywhere—if you know where to look. Security forces moving through streets on motorcycles. Automatic gunfire echoing through neighborhoods. People being detained, beaten, disappeared. Executions delayed in public—while violence continues behind a blackout.

The regime’s message is simple: We’re in control.
The reality is also simple: They’re staying in control by murdering civilians.

 

The Trump Briefing That Raised Eyebrows

Earlier in the day, President Trump was asked about reports of killings and executions. His response—paraphrased—suggested he’d been told the violence was “stopping,” and that planned executions weren’t going forward.

Here’s the problem: there’s ample evidence it wasn’t stopping.

That leaves two possibilities:

  1. He’s being lied to, and nobody around him is willing to put real truth on his desk.

  2. He’s playing political theater, saying one thing publicly while keeping Iran guessing privately.

If you’ve watched Trump over the years, you know he has a pattern: he’ll often sound like he’s easing off right before applying pressure. It’s why a lot of people expected strikes that night. The posture looked like a feint—until it looked like more than a feint.

Because everything lined up.

Airspace restrictions. Civilian flight maps going dark over Iran. Shelters being opened. Reports of Iranian aircraft scrambling.

And then nothing.

 

The “Ghost Fleet” Seizure That Shouldn’t Be Ignored

While everyone was staring at Iran, the U.S. made another major move elsewhere: another very large crude carrier was seized in the Caribbean—the sixth tanker taken in this campaign.

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