“Dealing with Russia” – A Conversation with Counterintelligence Legend Jim Olson
SpyCast12 Heinä 2022

“Dealing with Russia” – A Conversation with Counterintelligence Legend Jim Olson

Summary Jim Olson (Website) joins Andrew (Twitter; LinkedIn) to discuss Putin and Russia. He had a 31-year career with the CIA including a tour in Moscow. What You’ll Learn Intelligence His views on Russia and its trajectory since the Cold War’s end His frank assessment of Putin and admiration for the Russian people His time in Moscow with 3 rotating KGB teams surveilling him His time as Chief of Station in the city of spies Vienna Reflections A “beautiful marriage” with American technology Passing the generational baton And much, much more… Episode Notes “James Olson is a legend in the clandestine service,” not my description of this week’s guest, but that of former CIA Director and Secretary of Defense Robert Gates. Jim spent 31 years in the CIA, including tours in Moscow, Vienna & Mexico City, and rose to become Chief of CIA Counterintelligence. He is the author of Fair Play and To Catch a Spy. He joined Andrew to speak about Russia. He speaks the language, spent time living and working in the country, where he was involved in one particularly daring operation that he shares with us in the episode, and he faced off against the organization that would go on to become the current SVR and FSB – the KGB. Jim has had Vladimir Putin on his radar for many a year, and he doesn’t pull any punches reflecting on his trajectory in this episode. And… Jim grew up in a small town in Iowa where, “we didn’t really follow international affairs, we joked among ourselves…if it didn’t affect the price of corn, we weren’t really interested.” My, how things changed for Jim. Quote of the Week "I have tremendous respect for the Russian people. They are long suffering. I've gotten to know many Russians. I've worked with a lot of Russians. I found them to be people who had a real soul. They had a human qualities that I could admire, but they were locked into a repressive regime that did not allow them to express any of those human sentiments that that they felt." – Jim Olson Resources Headline Resource To Catch a Spy: The Art of Counterintelligence, J. Olson (GUP, 2019) Fair Play: The Moral Dilemmas of Spying, J. Olson (Potomac, 2008) *SpyCasts* “The Spymaster’s Prism” – with Jack Devine (2021) “Russians Among Us: The Hunt for Putin’s Spies” – with Gordon Corera (2020) “The Corrupted State” – with Ilya Zaslavskiy (2016) “Putin’s End Game in Ukraine” – with KGB General (Retd.) Oleg Kalugin (2014) Beginner Resources To Catch A Spy with J. Olson, C-SPAN (2020) [9:44 minutes] The Best Books on Counterintelligence, J. Olson, Shepherd (n.d.) Putin’s Revisionist History of Russia and Ukraine, I. Chotiner, New Yorker (2022) Books Putin’s People, C. Belton (Picador, 2022) Operative in the Kremlin, F. Hill & C. Gaddy (Brookings, 2015) One Soldier’s War in Chechnya, A. Babchenko (Portobello, 2008) Articles Former CIA Leader Said LinkedIn is Like a Candy Store to China, C. Burgess, ClearanceJobs (2022) New Documentary Series Explores Pollard Affair, H. Brown, Jerusalem Post (2022) J. Olson First Recipient of “The Spirit of Aggieland – 41 Award,” J. Adams, KAGS (2022) Ex-CIA Chief on Accused Chinese Spymaster, P. Christian, WCPO (2021) Videos To Catch A Spy with J. Olson, Houston World Affairs Council (2020) Primary Sources James Collins Oral History, US Ambassador to Soviet Union, 1997-2001 (n.d.) Jack Matlock Oral History, US Ambassador to Soviet Union, 1987-1991, (n.d.) Ukraine: Memo. On Security Assurances (1994) Belovezha Accords, Eyewitness Account of Former Belarus Soviet Leader (1991) *Wildcard Resource* What Classic Russian Literature Can Teach us about Putin’s War on Ukraine Putin is a big fan of Dostoevsky – who underwent a mock execution & four years of hard labor in Siberia for belonging to a literary discussion group feared by the Tsarist autocracy. Learn more about your ad choices. Visit megaphone.fm/adchoices

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From Covert to Overt: Valerie Plame on political retaliation

From Covert to Overt: Valerie Plame on political retaliation

Valerie Plame’s clandestine life made headlines in 2003 after her CIA cover was leaked to the press. Her husband, an ambassador, had gone to Niger to investigate whether yellowcake uranium had been transferred to Iraq to make weapons of mass destruction.  He publicly challenged the Bush administration on what we now know was false intelligence. Valerie’s unmasking was seen as retaliation. Now, over 20 years later, she reflects on the political scandal, and where her concerns lie today. If you liked this episode, check out these links: Author Debriefing: Burned with Valerie Plame National Security Now: An Evening with Gina Bennett and Peter Bergen Join Valerie aboard the Spies at Sea cruise August 30 - September 8, 2025! On this 10-day voyage across the Mediterranean, you’ll explore beautiful sights and ancient cities while immersing yourself in the world of espionage with exclusive seminars. Learn more here: https://www.spiesliesnukes.com/spies-at-seas-2025  Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic, you can reach us by E-mail at SpyCast@Spymuseum.org.  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

18 Maalis 202530min

Eyes on The Ground: The National Resistance Front in Afghanistan

Eyes on The Ground: The National Resistance Front in Afghanistan

After the Taliban took back control of Afghanistan, the National Resistance Front rose up to defy them. We spoke with their leader Ahmad Massoud, who has overseen hundreds of military and intelligence-gathering operations. He’s following the footsteps of his father, who led his own resistance group, the Northern Alliance, until members of Al Qaeda assassinated him two days before they conducted the September 11 terrorist attacks. Fast forward to the mid-2000s, International Spy Museum executive director Chris Costa, then a human intelligence officer, worked with that group to develop intel on the Taliban and Al Qaeda. Now, in the wake of the U.S. withdrawal and Afghanistan’s collapse, Costa says the U.S. is losing an opportunity to support Massoud and the National Resistance Front. If you liked this episode, check out these links: Spy Chat with Chris Costa | Guest: Ali Maisam Nazary Spy Chat with Chris Costa | Guest: Christine Abizaid Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic, you can reach us by E-mail at SpyCast@Spymuseum.org.  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

11 Maalis 202529min

From NFL to Espionage: The Story of Ernest Cuneo

From NFL to Espionage: The Story of Ernest Cuneo

He was an American spy before an American spy agency existed. NFL player Ernest Cuneo, a little known first generation Italian American, worked with British intelligence to convince the United States to join World War II, and helped lay the groundwork for modern day espionage. Thomas Maier traces Cuneo’s extraordinary life in his new book, The Invisible Spy, out March 25th.  If you liked this episode, check out these links: Agent Link: The Spy Erased from History | With former FBI Counterintelligence Expert The Dirty Tricks Department with John Lisle Operation Underworld with Matthew Black Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic, you can reach us by E-mail at SpyCast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

4 Maalis 202525min

Debriefing from the Ukrainian Front

Debriefing from the Ukrainian Front

A fourth year of war in Ukraine begins. But for Lt. Col. Kyrylo Berkal, who’s been fighting since Russia first invaded in 2014, the battle for his country has raged much longer. Now, he’s second in command of the elite Third Assault Brigade, which has played a major role in critical battles against Russia and continues to develop new technologies to both gather intelligence and enhance combat techniques.  Kirt spoke to us between missions. During the conversation, he revealed his firsthand insights and experiences of the war as Ukraine keeps up the fight for independence. If you liked this episode, check out these links: An Evening with General David H. Petraeus Spy Chat with Chris Costa | Guest: Ambassador Roger D. Carstens SpyCast - “Zelensky, Ukraine & Intelligence” – with Simon Shuster Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic, you can reach us by E-mail at SpyCast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

25 Helmi 202527min

How did Harriet Tubman operate as a spy?

How did Harriet Tubman operate as a spy?

She’s known for helping to free people through the Underground Railroad, but Harriet Tubman was also a spy during the Civil War. And with the intelligence she collected, the Maryland native became the first woman to lead men into battle on gunboats down the Combahee River in South Carolina. The Combahee River Raid destroyed several vital Confederate rice plantations and liberated more than 750 people from enslavement.   Social historian Edda Fields-Black reveals new details about the raid and Tubman. And later in the episode, Ernestine Wyatt, Tubman’s great-great-great-grandniece, discusses the importance of Harriet’s espionage work and the legacy of her dedication to democracy.  If you liked this episode, check out these links: The Real Harriet Tubman African Americans in Espionage | International Spy Museum Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic, you can reach us by E-mail at spycast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

18 Helmi 202530min

What's next for Kim Jong Un?

What's next for Kim Jong Un?

North Korea is growing more dangerous, but no U.S. administration has been able to crack the code on its leader Kim Jong Un. Now, there’s even less incentive for Kim to negotiate because of the support he’s getting from Russia. So what will Kim do next, and where is he vulnerable? Jung H. Pak, a former CIA analyst who served as the country’s top diplomat for North Korea, takes us inside the mind of one of the world's most opaque leaders. If you liked this episode, check out these links: Virtual Spy Chat with Chris Costa | Guest: Dr. Jung H. Pak AI and Emerging Technologies: Intelligence Opportunities & Challenges  Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic,  you can reach us by E-mail at SpyCast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

11 Helmi 202530min

Campus Cloak-and-Dagger: Spies Targeting American Universities

Campus Cloak-and-Dagger: Spies Targeting American Universities

For decades, colleges and universities have been a destination for espionage. Especially in recent years, the use of international students and faculty as spies on American campuses has been particularly daunting. Why do intelligence services, both foreign and domestic, target colleges and universities? And what is there to gain on these campuses? Award-winning journalist Daniel Golden, author of the book Spy Schools, describes the timeless game.  If you liked this episode, check out these links: Secret History of History: Color Wars Part II with Catherine McKinley Chinese Corporate Espionage - The Tale of the Tea Thief with Sarah Rose Declassified Dessert | How to Make Cuban Spy Ana Montes’ Cheesecake Queen of Cuba with Peter J. Lapp SpyCast | “Making Sense of China, Taiwan, & America” – Pacific Intelligence with Bonny Lin Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic,  you can reach us by E-mail at SpyCast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

4 Helmi 202527min

Agent Zo: The woman who defied the Nazis and Communists

Agent Zo: The woman who defied the Nazis and Communists

Agent Zo was the only female Polish resistance agent to reach London as a courier during WWII and the only female member of Poland's fabled 'Silent Unseen' paratroopers. Yet despite having researched Poland's wartime resistance movement, many of us have never heard of her. Why? If you liked this episode, check out these links: Agent Zo: The Extraordinary Woman Who Parachuted Into Nazi-Occupied Poland Women Spies of WWII with Ellen McCarthy, Judith L. Pearson, and Erika Robuck The Danger of the Femme Fatale Narrative Code Name Madeleine with author Arthur J. Magida Subscribe to Sasha's Substack, HUMINT, to get more intelligence stories: https://sashaingber.substack.com/ And if you have feedback or want to hear about a particular topic,  you can reach us by E-mail at SpyCast@Spymuseum.org,  This show is brought to you from Goat Rodeo, Airwave, and the International Spy Museum in Washington, DC. Learn more about your ad choices. Visit megaphone.fm/adchoices

28 Tammi 202528min

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