

A safecracker turned wartime spy, he conned the Nazis into believing he was their man while feeding secrets back to Britain.
Eddie Chapman was a charming rogue whose criminal expertise became an unlikely asset for national survival. Before the war, he was a known jewel thief and safecracker in London's underworld. Incarcerated in a Jersey prison when the Germans invaded, he saw an opportunity and offered his services to the Abwehr. After rigorous training as a saboteur, he was parachuted into Britain in 1942 with orders to blow up an aircraft factory. He immediately turned himself in to MI5, beginning one of the war's most audacious double-agent operations. Code-named Zigzag for his unpredictable nature, he fed carefully crafted misinformation to his German handlers, convincing them of his loyalty through staged sabotage and ingenious deception. His handlers' trust grew so deep that they awarded him the Iron Cross. Chapman's true loyalty remained fluid, a testament to his survivalist instincts, but his work provided British intelligence with invaluable insight into German spycraft and helped secure the Double Cross system's credibility.
1901–1927
Grew up during the Depression, fought World War II, and built the postwar economic boom. Defined by shared sacrifice, institutional trust, and a belief that hard work and loyalty would be rewarded.
Eddie was born in 1914, placing them squarely in The Greatest Generation. The events that shaped this generation — world wars, depression, and rapid industrialization — shaped the world they entered and the choices available to them.
The biggest hits of 1914
The world at every milestone
World War I begins
Treaty of Versailles signed; Prohibition ratified
Lindbergh flies solo across the Atlantic; The Jazz Singer premieres
Pluto discovered
Amelia Earhart flies solo across the Atlantic
Social Security Act signed into law
D-Day: Allied forces land at Normandy
Brown v. Board of Education desegregates US schools
Civil Rights Act signed; Beatles arrive in America
Nixon resigns the presidency
Apple Macintosh introduced
Nelson Mandela elected president of South Africa
Princess Diana dies in Paris car crash; Harry Potter published
He was the subject of a 1966 film, 'Triple Cross', starring Christopher Plummer.
After the war, he reportedly used his spy earnings to buy a pub in Hertfordshire.
His MI5 case file, released in 2001, revealed his codename was initially 'Zigzag' but later changed to 'Agent Fido'.
He claimed to have had romantic relationships with multiple women across Europe during his missions.
“I have worked for the Germans and played them for suckers.”