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Jun 5, 2025  |  
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Olena Mukhina


Pentagon chief monitors Ukraine’s sophisticated spy operation against Russian aircraft after December 2023’s deadliest strike killed 55 civilians

When Russia tried to demolish the Ukrainian statehood with 2,000 attacks in December 2023, Kyiv began developing a retaliation plan.
Drone strike spiderweb Ukraine trojan horse Russian airbases
Screenshot from 1 June 2025: Ukraine’s surprise Operation Spiderweb destroyed over 40 Russian military aircraft in coordinated drone strikes on multiple airbases deep inside Russia. Without warning any party, Ukraine launched drones from within Russian territory, dealing a major blow to Russia’s long-range strike capabilities. Satellite images show extensive damage at key bases like Olenya and Belaya, underscoring the operation’s scale and impact
Pentagon chief monitors Ukraine’s sophisticated spy operation against Russian aircraft after December 2023’s deadliest strike killed 55 civilians

In the cold December of 2023, Russia launched the most intense massive missile and drone strikes on Ukraine since the start of the war.

The most devastating came on 29 December, when Russia fired around 158 aerial targets, including various types of missiles. Approximately 55 people were killed, and over 170 were injured.

That same month, Ukraine began planning its largest-ever operation against Russian aircraft — and activated it in June 2025, launching hundreds of drones from trucks prepared by covert agents.

“The planning, organization, and every detail were perfectly executed. It’s safe to say this was a truly unique operation,” Ukrainian President Volodymyr Zelenskyy explained.

A senior US defense official told CNN that Ukraine’s attack showed a level of sophistication that they had not seen before.

The official added that US Defense Secretary Pete Hegseth received regular updates on the operation during his visit to Joint Base Andrews on 1 June but had not yet spoken to his Ukrainian counterparts.

This chain of events unfolded as Russia and Ukraine returned to tense peace talks in Istanbul, shadowed by uncertainty. Ahead of the talks, US President Donald Trump had voiced frustration with Russian President Vladimir Putin’s resistance to advancing the negotiations.

Putin had proposed “direct talks” in Turkiye earlier in the month but failed to appear, even after Zelenskyy agreed to the meeting. In the end, both countries sent only low-level delegations.