Sergey Evgenievich was born in Moscow on February 26, 1890. His father belonged to the princely family of Trubetskoy, and his mother was a princess of Shcherbatov. Thus, Sergey combined two well-known princely dynasties that served Russia for many centuries.

From childhood, Sergey Evgenievich showed outstanding abilities in his studies and a thirst for knowledge. He graduated with a gold medal from the 7th Moscow Gymnasium and enrolled in the philosophy department of the historical and philological faculty of Moscow University.

Despite his youth, by the beginning of World War I, the 24-year-old prince was already elected as a deputy of the Noble Assembly of Kaluga Province. At the start of the war, he sought to go to the front as a volunteer, but due to health issues, he was not accepted into the active army.

Before the February Revolution of 1917, the young Prince Trubetskoy served in a sanitary train, went to the front line, and helped the wounded. After the overthrow of the emperor and the disintegration of the Russian army, Sergey Evgenievich returned to Moscow, where he participated in the underground struggle against the Bolsheviks.

In 1920, Trubetskoy was arrested. In Moscow's prisons, he was tortured and sentenced to execution, which was commuted to 10 years of imprisonment in a special regime. His life could have ended at any moment, but thanks to the intercession of scholars, he was transferred to work at Moscow State University.

In 1922, he was arrested again. At that time, the Bolsheviks were still expelling anyone who was undesirable to the Soviet power abroad, and Trubetskoy was also forced to sign a petition for departure.

In exile, the prince continued to fight for the liberation of his homeland from the Bolsheviks. Trubetskoy became a close associate of Generals Kutepov and Miller, who alternately led the Russian All-Military Union and were ultimately killed by the Bolsheviks.

Sergey Evgenievich was actively engaged in journalism and left behind memoirs titled "The Past." He died on October 24, 1949, in Clamart, France.