In Prisoner Swap, Echoes of Putin’s K.G.B. Past

As he sat in a Russian jail for five months, the human rights champion Oleg Orlov sometimes grew wistful: What if he walked free someday as part of a deal between Russia and the West?

The chances that President Vladimir V. Putin would make a prisoner swap like that seemed as remote as a “star twinkling far, far, far away on the horizon,” Mr. Orlov, 71, said this week. The dire state of the relationship between Moscow and the West, and their diverging interests, appeared to rule out the kind of detailed negotiation necessary for such a complicated deal.

But last week, it happened, in the most far-reaching prisoner swap with Moscow since the Cold War: Mr. Putin and his ally Belarus freed Mr. Orlov and 15 other Russians, Germans and Americans in exchange for a convicted assassin and seven other Russians released by the West. It was a moment when Mr. Orlov saw anew how core Mr. Putin’s past with the K.G.B., the Soviet spy agency, was to the Russian president’s identity — and to the sort of country he’s trying to shape Russia into.

The swap happened because “Putin is a K.G.B. man, an F.S.B. man,” Mr. Orlov said in a phone interview four days after two private jets carrying him and other released prisoners landed in Cologne, Germany. Espionage is a subject Mr. Orlov knows well, having spent decades studying the crimes of the Soviet secret police as a co-founder of the Memorial human rights group, which was awarded the 2022 Nobel Peace Prize.

Mr. Putin served as a K.G.B. agent in Dresden, East Germany, in the 1980s and ran the F.S.B., its domestic intelligence successor agency, in the 1990s. To the Russian leader, Mr. Orlov said, showing loyalty to the F.S.B. and other Russian intelligence services by winning their agents’ freedom trumped the political risk of releasing opposition figures whom the Kremlin had branded as traitors.