Doležaj joined MBK Karlovka Bratislava of the Extraliga in 2014, and averaged 2.1 points and 1.1 rebounds per game.

[3] He put videos of himself playing basketball on YouTube, which attracted the attention of Syracuse assistant coach Adrian Autry.

In May 2017, he committed to play college basketball at Syracuse after talking to his best friend Jack, who grew up in Upstate, NY.

[8] Doležaj averaged 9.8 points, 5.1 rebounds, and 3.3 assists per game, helping the Orange advance to the NCAA tournament's Sweet 16.

Doležaj declined to accept the NCAA's additional year of eligibility granted due to the COVID-19 pandemic, instead entering the 2021 NBA draft.

He participated in the 2015 FIBA Europe Under-18 Championship Division B, averaging 9.1 points, 9 rebounds and 4 assists per game despite being younger than most players.

[4] Doležaj averaged 11 points, 6.4 rebounds, and 2.4 assists in the 2018 FIBA U20 European Championship Division B qualifiers.