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Skoropadsky came from a typically imperial family. His distant ancestor, Ivan Skoropadsky, at the beginning of the 18th century was the hetman (the leader of the Cossacks) of the Zaporozhian Army. Since then, the whole family had faithfully served the Russian Empire.

He was the grandson of Ivan Mikhailovich Skoropadsky (1805-1887), a rich landowner and philanthropist of Priluki, the leader of the nobility, court counselor. He lived with his mother and relatives in Wiesbaden (Germany) until the age of five, then – on his family estate in Ukraine, in Trostyanets.

Skoropadsky came from a typically imperial family. His distant ancestor, Ivan Skoropadsky, at the beginning of the 18th century was the hetman (the leader of the Cossacks) of the Zaporozhian Army. Since then, the whole family had faithfully served the Russian Empire.

Pavlo Skoropadsky, the future hetman of Ukraine, was born in 1873 into an aristocratic Ukrainian family that was descended from Hetman Ivan Skoropadsky. The boy’s future was immediately and forever decided when his parents resolved that he would devote his life to military service.

Ivan Skoropadsky (Ukrainian ) (1646 3 July 1722) was a Ukrainian Hetman of Zaporizhian Host, and the successor to the famous Hetman Ivan Mazepa. Born into a noble Cossack family in Uman, Ukraine in 1646, Skoropadsky was educated in KyivMohyla Academy.

The Ukrainian Cossacks who did not side with Mazepa elected Ivan Skoropadsky, one of the "anti-Mazepist" Polkovnyks (Colonels) as their Hetman. While advocating for the preservation for the Hetmanate autonomy and privileges of Cossack nobility, Skoropadsky was careful to avoid open confrontation, and remained loyal to the union with Russia.

Also, the top fifty (with the result of 0.5-0.8%) included Volodymyr Shcherbytsky, Ivan Skoropadsky, Sydir Kovpak, Taras Bulba, Ivan Kotlyarevsky, Yana Klochkova, Olga of Kyiv, Oleh Blokhin, Petro Symonenko, Danylo Halytskyi, Petro Sahaidachny, Vasyl Stus, Pylyp Orlyk, Nestor Makhno, Volodymyr Vynnychenko, Roman Shukhevych, Lilia Podkopayeva ...

The hetmans Ivan Vyhovsky, Petro Doroshenko, and Ivan Mazepa tried to solve this problem by trying to separate Ukraine from Russia. After their failures later hetmans, such as Danylo Apostol, Ivan Skoropadsky and Pavlo Polubotok, although they did not advocate an open break with Russia, stubbornly defended the autonomy of Ukraine.