Oleg II of Ryazan

Oleg II Ivanovich (died 1402) was grand prince of Ryazan from about 1350 and a persistent rival of Moscow. In 1365 he defeated a raiding Horde army under Tagai, but in 1371 Dmitri of Moscow's troops routed him at Skornishchevo and drove him from the throne. In the 1380 Kulikovo campaign he negotiated with Mamai and Jogaila without joining the battle.

After seizing Kolomna in 1385, he made peace through the mediation of Sergius of Radonezh and in 1387 married his son Fyodor to Dmitri's daughter Sofia. He died in July 1402, later venerated as a Ryazan saint.