Possessing supreme self-confidence along with impeccable technical ability, he was one of the biggest showmen and crowd draws in the history of Yugoslav football.

[1] As a coach, he led several clubs in Canada, Colombia, Australia, Serbia, Mexico, and Spain, as well as the Guatemala national team in the 1986 FIFA World Cup qualification.

[2] Šekularac was born on 8 November 1937 in Štip, Vardar Banovina, Kingdom of Yugoslavia to Montenegrin Serb father Bogosav from the village of Kurikuće, Berane Municipality (the Vasojevići region in northern Montenegro)[3] and Macedonian mother Donka (née Markovska).

Dragoslav was a six-month-old infant when the family moved to the Yugoslav capital Belgrade as a result of his father landing a job at the Ministry of Agriculture.

[6][7] The family resided in central Belgrade, on Hilandarska Street near the Politika office building,[8] and their second son, Dragoslav's younger brother Mirko, was born in 1941.

[10] The youngster took up street football very early, right after World War II ended, playing on concrete in his school yard and displaying exceptional dribbling skills.

[9] Young Šekularac simultaneously became a fan of the recently-established Red Star Belgrade football club, sneaking into their matches at the old SK Jugoslavija ground.

[12] Šekularac made his senior debut at only 17 years of age on 6 March 1955 during the latter part of Red Star's 1954–55 league campaign under head coach Milovan Ćirić.

He also played an important part in Red Star's European Champions' Cup campaign that ended at semi-final stage versus AC Fiorentina.

Though the next 1958–59 season brought continued injury issues, Šekularac, by now a bona fide star across the league, managed to lead his team to league-cup double, both at the expense of arch-rival FK Partizan.

In 1959 after winning the league and cup double with Red Star, Italian industrialist Gianni Agnelli spared no expense in order to bring 21-year-old Šekularac to Juventus.

The transfer was reportedly stopped by the highest echelons of communist nomenclature in FPR Yugoslavia, with even the interior minister Aleksandar Ranković commenting that Šeki is needed in the country to "entertain the working class".

[14] Šekularac is also remembered as the perpetrator of an infamous on-pitch incident in fall 1962 when he assaulted referee Pavle Tumbas in the middle of a league match.

Possessing supreme self-confidence along with impeccable technical ability, he was one of the biggest showmen and crowd draws in the history of Yugoslav football.

In addition to the swelling of praise and accolades for his skills, he also attracted criticism over lack of team play and overall attitude on the pitch that some found to be disrespectful to the game.