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'Uncanny' parallels between Ukraine's Op Spiderweb and SAS missions during World War 2

'Uncanny' parallels between Op Spiderweb and WW2 SAS missions

When Ukraine's daring Operation Spiderweb took place in June 2025, author and military historian Damien Lewis was immediately reminded of the audacious missions undertaken by the SAS during the Second World War. 

The spectacular attack, which took 18 months to plan, saw 117 drones emerging from lorries at several locations deep inside Russia, attacking 41 "untouchable" heavy bombers across multiple time zones and multiple air bases. 

The cost of the attack on Moscow, partially blinding Russian air power, is estimated to be £5bn, according to the Security Service of Ukraine.

Speaking to BFBS Forces News, Mr Lewis – author of novels such as The Ministry of Ungentlemanly Warfare, SAS Daggers Drawn and his latest release, SAS The Great Train Raid – explained how similar the method was to SAS tactics. 

He said: "When I saw that breaking news of Spiderweb, it struck me immediately. 

"Oh my God, this is like Paddy Mayne and his raiders in a North African desert translated to the modern day." 

	Op Spiderweb graphic 04062025 Credit BFBS
The operation culminated in a coordinated direct attack across multiple time zones and multiple air bases

Doing the unthinkable 

The similarities are obvious to those with an understanding of how the SAS worked during the Second World War. 

The SAS were known for doing the unthinkable time and time again, a trait encouraged by Prime Minister Winston Churchill and which appalled many senior members of the government and military. 

In his latest novel, SAS The Great Train Raid, Mr Lewis reveals a story that had remained a secret until 1968, when a small mention of the SAS's most secret wartime mission was discovered in the Rover & Wizard comic under the headline 'Who Dares Wins'. 

Just like Ukraine's Spiderweb, Operation Loco was audacious. 

In short, the SAS raid in 1943 was designed to liberate Pisticci, the first concentration camp discovered by the Allies, in Italy. 

Led by Major Oswald Cary-Elwes, the British commander of the SAS in Taranto, Italy and working in coordination with MI9 and the American Office of Strategic Services, the operation involved the SAS hijacking a train. 

The plan was then for the Special Forces operatives to drive 120km behind enemy lines and use the train to ship out hundreds of concentration camp prisoners. 

 

And 82 years later, during Op Spiderweb, Ukraine commandeered several trucks to drive straight to the heart of enemy territory, just like the SAS during Op Loco. 

Of the "utterly unbelievable mission" Op Spiderweb, Mr Lewis said: "It's a carbon copy of what the SAS were doing in the North African desert in, '41, '42. 

"What the SAS were doing was getting in their Jeeps and driving 2,000km across the desert, undetected by the enemy and emerging from the darkness like wraiths. 

"Either on foot or in their Jeeps and planting the Lewes bombs, these lightweight, incendiary charges on German and Italian aircraft and blowing dozens of them to pieces at a time and then disappearing just as mysteriously." 

But during Op Spiderweb, instead of Special Forces troops, it was lightweight and relatively cheap drones carrying what Mr Lewis says was about the same amount of explosives the average SAS operative was carrying in North Africa to plant on Nazi aeroplanes. 

He said: "The only difference in terms of the modus operandi was that it's actually a drone carrying out the kill rather than a human being with a Lewes bomb." 

How Op Spiderweb trapped Russia's key air assets

Using the same Dead Reckoning technique that enabled SAS operatives to navigate the brutal North African desert, Ukrainian drones were guided precisely to their targets, highlighting a remarkable parallel in military thinking. 

This innovative method, which involves calculating distance and direction based on known speed and stride, provides a unique advantage by making it significantly harder for the enemy to disrupt operations. 

Just as the SAS executed daring missions during the Second World War, Ukraine's forces are using timeless tactics to adapt and succeed in today's complex warfare landscape. 

He said: "So the parallels between what Operation Spiderweb entailed and what the SAS did in the North African desert specifically are really, really uncanny." 

051125 Image taken during Operation Spiderweb on 1 June 2025, of a drone targeting Belaya Air Base in Russia's Irkutsk region in Siberia NO REUSE Image ID 3BGB9P5 CREDIT Screenshot via Ministry of Defense of Ukraine / UPI
Operation Spiderweb is estimated to have caused £5bn of damage to Russian air power (Picture: Screenshot via Ministry of Defense of Ukraine / UPI)

Not safe anywhere 

One of the reasons Churchill supported the antics of the SAS was because he wanted Nazi Germany to feel as though they could be attacked at any minute. 

Special Forces troops doing the unthinkable such as brazenly hijacking a train to liberate a concentration camp, left Nazi Germany unable to prepare to defend itself against the unknown. 

He said: "Surprise is the golden elixir of guerrilla warfare behind enemy lines." 

Part of Winston Churchill's success was due to him directing Special Forces to ensure that no German soldier could sleep peacefully. 

He commanded them to leave "a trail of German corpses behind them" because he believed that if the enemy felt it could be hit anywhere deep behind the lines, then nowhere was safe, regardless of rank. 

Mr Lewis said: "The Ukrainians have been deliberately targeting high-ranking Russian commanders. 

SAS Daggers Drawn reveals empathy and creativity of the SAS during the Second World War

"If you can do that, it makes the common soldier think, well, if the generals aren't even safe, what about us? 

"So, it's absolutely devastating to the enemy's morale." 

In July, Reuters reported that at least 11 senior Russian commanders have been killed since Vladimir Putin invaded Ukraine in February 2022. 

And, following Op Spiderweb, paranoia swept across Russia as every lorry became a potential threat. 

Mr Lewis said: "We have to take our hats off to the Ukrainians... for the innovative way in which they have fought their defence of their country. 

"They have been remarkable and they've taken that SAS spirit of think the unthinkable and then do the unthinkable and made it a reality."

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