My favorite writer, Hunter S. Thompson, used to say, “When the going gets weird, the weird turn pro.” Today, he would be giving a big thumbs up to the “weird” and innovative unconventional warfare activities the Ukrainian military recently unleashed against that bully to their north, named Russia. Ukraine, in a word, has definitely “gone pro”.

The Unthinkable Becomes Reality

Operation Spiderweb wasn’t slapped together overnight. According to President Volodymyr Zelensky, this thing was in the works for 18 months and 9 days—a planning window more typical of NASA than a war-torn country repelling a nuclear power. Zelensky didn’t just sign off on it; he oversaw it personally. Right alongside him was Vasyl Maliuk, the head of Ukraine’s Security Service (SBU), who orchestrated the finer details of this daring mission with the kind of precision you usually see in heist movies.

The scale and ambition here were off the charts. Intelligence gathering had to be razor-sharp. Smuggling more than a hundred explosive-laden drones thousands of miles across hostile territory into the Russian interior—Siberia included—is no small feat. The drones were concealed in wooden sheds bolted to the backs of trucks. These weren’t just boxes with wings hiding in a parking lot. The containers had roofs that could be popped open by remote control, allowing operators to launch the drones on command, right from under Russia’s nose.

Map of Russia
Location of the attacks. Image Credit: The Guardian

The level of operational security was almost surreal. Some planning reportedly took place in an office located just a stone’s throw from a Russian FSB (Federal Security Service) headquarters. That’s a gutsy, finger-in-your-face flex of epic proportions. But they did more than plan, they thought about the aftermath. Every Ukrainian operative involved inside Russia was pulled out before the attack began. No one was left behind to be used as a pawn or propaganda trophy.

And here’s the kicker: each of the 117 drones had its own dedicated operator, sitting safely back in Ukraine. Once launched, the drones were remotely piloted to their targets like homing pigeons with vendettas. This wasn’t some chaotic swarm. It was a synchronized, deliberate strike—one of the most audacious operations we’ve seen in modern warfare. Smart, sneaky, and surgical.

The operation targeted five Russian airbases—Belaya, Dyagilevo, Ivanovo Severny, Olenya, and Ukrainka—resulting in the destruction or severe damage of 41 military aircraft, including strategic bombers like the Tu-95, Tu-22M3, and the A-50 airborne early warning and control aircraft

Operation Spiderweb’s success underscores Ukraine’s growing proficiency in asymmetrical warfare and its ability to adapt and innovate under pressure.