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Spies Who Paved the Way for Allied Victory in World War II

Spies - German WWII poster, cautioning against Allied spies
German WWII poster, cautioning against Allied spies. K-Pics

5. From Crook to Spy

Spies - Eddie Chapman in 1942
Eddie Chapman in 1942. MI5

Eddie Chapman, AKA “Agent Zigzag” (1914 – 1997) was a safebreaker, thief, crook, all around career criminal, and one of WWII’s most fascinating spies. He became the only Englishman ever awarded a German Iron Cross. It was ironic on many levels, because he was also one of history’s most colorful double crossers, and a double agent who led the Germans astray. The false information he fed the Germans derailed the effectiveness of their “Vengeance Weapons”, and likely saved the lives of thousands of Londoners. Raised in a dysfunctional family, Chapman was a delinquent from early on. He enlisted in the British Army at age seventeen, but within a few months grew bored and deserted. When the army caught up with him, he was sentenced to a prison stint and a dishonorable discharge.

After his release, Chapman turned to fraud and crime to support a gambling habit and a taste for fine drinks. When WWII started, Chapman was hiding in Jersey in the Channel Islands from arrest warrants awaiting him in the British mainland. A botched burglary earned him a two year sentence in a Jersey prison. That was where the Germans found him when they captured the Channel Islands in 1940. Chapman offered to work for the Nazis. Eager for spies to send to Britain, the German freed and trained him in explosives, sabotage, and other clandestine skills. They then parachuted him into Britain in 1942, with orders to sabotage and destroy a bomber factory.

Written by

A lifelong history buff, I developed a particular passion for WW2 history as a child, when I spent hours listening to my grandfather, enraptured, as he recounted his wartime experiences in the British East African Campaign and with the British 8th Army in North Africa.

I graduated with a history BA from George Mason University, then went on to get a JD from the University of Virginia School of Law. After lawyering for a decade, I moved to sunny Rio de Janeiro and a less demanding career, opening a tourism agency in Copacabana.

A big chunk of my free time is spent blogging (you can follow me on Quora https://www.quora.com/profile/Khalid-Elhassan ) or freelance writing, mostly about my favorite subject, history.

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