Stefan Askovski is a Macedonian professional footballer who plays primarily as a left-back or winger. Born in Skopje in 1992, he began his senior career in Serbia, later played in several European leagues, and represented North Macedonia internationally from 2015.
Background
Stefan Askovski was born on February 24, 1992, in Skopje, the capital of North Macedonia. He developed as a footballer in the Macedonian youth system before beginning his senior career in Serbia, where the country's established professional football structure provided his first extended experience in competitive league football.
Career
Askovski began his senior career with FK Teleoptik in Serbia, playing in the Serbian First League from 2010 to 2012. He moved to FK Partizan in 2012 and made his first-team debut on November 11, 2012, against Radnički 1923. Partizan, one of Serbia's historically prominent clubs, won the 2012–2013 Serbian championship during his time in the squad. He subsequently gained regular senior experience through loan spells with Donji Srem, Napredak Kruševac, and Norway's Strømsgodset, the latter having recently won the Norwegian top-flight title when he joined in 2014.
In 2015, Askovski played for Shkëndija in North Macedonia and Novi Pazar in Serbia before moving to Kayseri Erciyesspor in Turkey in 2016. He then spent two seasons with Fortuna Sittard in the Netherlands, with a loan period at Poland's Górnik Łęczna in 2017. Fortuna Sittard competed in the Dutch professional league system, while Górnik Łęczna was part of Poland's national league structure.
Askovski continued his international club career with Slavia Sofia in Bulgaria from 2018 to 2019, followed by FC Botoșani in Romania from 2019 to 2021 and Sepsi OSK from 2021 to 2022. Botoșani and Sepsi are Romanian professional clubs, with Sepsi based in Sfântu Gheorghe and later becoming associated with the country's top division. He played for Lamia in Greece during 2022–2023 and then joined Alashkert in Armenia in 2024.
During 2024 and 2025, Askovski played for Şanlıurfaspor in Turkey and Ethnikos Achna in Cyprus. In September 2025, he returned to Serbia with Radnički Niš, a club with a long history in Serbian football. He moved to Mes Rafsanjan in Iran in January 2026 and later joined Indonesia's PSS Sleman for the 2026–2027 Super League season. PSS Sleman is based in Sleman, Yogyakarta, and introduced him as a versatile defender capable of playing on either side of the back line.
Askovski represented Macedonia at under-17, under-19, and under-21 level before making his senior international debut for Macedonia in a 2016 European Championship qualifier against Luxembourg on September 5, 2015. He continued to represent the renamed North Macedonia national team as a defender and wide player, appearing in UEFA international competitions through the 2020s.
Personality
Physical Characteristics:
He is approximately 1.79 metres tall and is described as a left-footed player who can operate as a left-back, left winger, right winger, or left midfielder.