This article is about contingency and determination. It identifies three “inflection points”—tipping points or points of no return—in the not-so-longue durée of Soviet history: 1929, 1959, and 1989. The article thus reflects on the collectivization of agriculture and associated brutalities; the promise and limitations of Khrushchev’s reforms as well as the appeal—again, limited—of the Soviet Union to the emerging Third World; and the opportunities presented by perestroika and glasnost to reconfigure relations and purposes of production before the waves of nationalism and neoliberal market madness washed over the Soviet Union.