Cockburn has written numerous books and articles, principally about national security. He has also produced numerous documentary films, principally in partnership with Leslie Cockburn, as well as co-produced the 1997 thriller The Peacemaker, starring George Clooney and Nicole Kidman, for DreamWorks. After an early career in British newspapers and television, he moved to the United States in 1979. His film The Red Army, produced for PBS in 1981, was the first in-depth report on the serious deficiencies of Soviet military power and won a Peabody Award. In 1982, he published the book The Threat – Inside the Soviet Military Machine, which examined the same topic in greater depth. He subsequently published many articles on the subject of US and Soviet military power as well as lecturing at numerous military bases, foreign policy forums, and colleges and innumerable television shows. The collapse of the Soviet Union, and subsequent revelation that his analysis of the Soviet military had been entirely correct rendered his subject otiose. He then began covering middle eastern subjects, including the 1991 documentary on the after-effects of the first Gulf war, The War We Left Behind, which he co-produced for PBS with Leslie Cockburn. In 2009 he and Leslie Cockburn produced American Casino, a feature-length documentary on the financial crisis of 2007–2008. New Yorker critic David Denby called it "A terrific documentary... Everything is connected: the movie embodies chaos theory for social pessimists." Apart from his books he has written for National Geographic, the Los Angeles Times, the London Review of Books, Smithsonian, Vanity Fair, Harper's Magazine, CounterPunch, Condé Nast Traveler, The New York Times, and the Dungarvan Observer. He is Washington Editor of Harper's Magazine. In 2007, Cockburn wrote Rumsfeld: His Rise, Fall, and Catastrophic Legacy. In The New York Times, reviewer Jacob Heilbrunn called it "perceptive and engrossing." He is also known for writing "21st Century Slaves" for National Geographic. It was a groundbreaking article that shed light on the practice of modern-day slavery. Most recently, he authored Kill Chain – The Rise of the High-Tech Assassins. The book details the evolution of drone warfare, and the shift to assassination as the principal US military strategy. Kirkus Review called it "sharp-eyed and disturbing."
Cockburn, Andrew, "Like a Ball of Fire: Andrew Cockburn on hypersonic weaponry", London Review of Books, vol. 42, no. 5, pp. 31–32. "'Welcome to the world of strategic analysis, where we program weapons that don't work to meet threats that don't exist.' This was what Ivan Selin, a senior Pentagon official, used to tell subordinates in the Defence Department in the 1960s." Cockburn recounts impracticable-weapons projects, including Russia's Avangard "hypersonic glide missile", Ronald Reagan's "Star Wars" project, the US's 1951 nuclear-powered-bomber project, and the US's 1950s Dyna-Soar "boost-glide"-weapon project suggested by Walter Dornberger, a favorite of Hitler's who had overseen the V2 rocket program. "he US and Russia have both taken Selin's axiom a step further: they mean to deploy a weapon that doesn't work against a threat that doesn't exist that was in turn developed to counter an equally non-existent threat."