Ivan Isayevich Bolotnikov (; 1565–1608) headed a popular uprising in Russia in 1606–1607 known as the Bolotnikov Rebellion (Восстание Ивана Болотникова). The uprising formed part of the Time of Troubles in Russia. Early life Describing Bolotnikov, Paul Avrich states, "Contemporaries depict him as tall and powerfully built and as an intelligent and energetic leader." Bolotnikov was a slave of Prince Andrei Teliatevsky, before running away to join the Cossacks along the steppe frontier between Muscovy and the Crimean Khanate. Captured by the Crimean Tatars, he was sold into slavery as a helmsman for a Turkish galley. Liberated in a sea battle by German ships, he was taken to Venice. Journeying back to Muscovy, he passed through Poland, where he heard tales of the Tsar Dmitri. This led Bolotnikov to Sambor, where he met Mikhail Molchanov. Molochanov was part of the group who had murdered Feodor Godunov, and subsequently a confederate of Grigori Shakhovskoi, plotting a revolt against Moscow via a new pseudo-Dmitri. In June or July 1606, Molchanov sent Bolotnikov onwards to Putivl with a letter stating he was a servant of the Tsar Dmitri. Rebellion Molchanov sent Ivan Bolotnikov to the town of Putyvl to meet a voyevoda named Grigory Shakhovskoy. The latter received him as the new tsar’s envoy and put him in charge of a Cossack unit. Ivan Bolotnikov used this opportunity to muster a small army of runaway kholops, peasants, outlaws, and vagabonds, disgruntled with social and economic situation in Russia. He promised them to exterminate the ruling class and establish a new social system. By the order of Grigory Shakhovskoy, Bolotnikov and his army advanced to Kromy (today's Oryol Oblast) in August 1606, defeating the Muscovite army under the command of Prince Yury Trubetskoy. From there, he moved towards Serpukhov and ravaged the city. Siege Shakhovskoi made Bolotnikov Bolshoi Woywoden of the Putivl garrison, and according to Avrich, augmented that force with "fugitive peasants, impoverished townsmen, Cossacks, slaves, brigands, and drifters of every description who had flocked to Putivl to join the rebellion." Many were veterans of the Khlopko Rebellion and False Dmitry I campaign. Bolotnikov led this left wing of rebels from Kromy to Kaluga, to Serpukhov, and onwards to Moscow. A right wing of rebels, composed of a group led by Prokopy Lyapunov, a Riazan militia commander, and Istoma Pashkov, a squire from Tula, advanced on Moscow from Tula. During the Siege of