A Mihaloğlu family member, descendant of Köse Mihal, he and his brother Ali Bey (the sanjakbey of Smederevo) helt notable offices in Rumelia (the Balkans).

[2] In 1476 Skender Pasha joined up with his brother Ali Bey, the sanjakbey of Smederevo, as he departed from Smederevo and crossed the Danube ahead of 5,000 spahis making a second attempt to reach Temesvár.

The Ottomans suffered an utter defeat and barely escaped in a small boat.

Around 1500 he built a tekke (Islamic religious institution) of the Naqshbandi order in Sarajevo, capital of Bosnia.

[5] In 1501 he unsuccessfully besieged Jajce and was defeated by János (Ivaniš) Corvin, assisted by Zrinski, Frankopan, Karlović and Cubor.