Simonovski coached Apollon Athens in the late 1950s before moving on to Olympiakos in the early 1960s. There, he was instrumental in the production of young talent such as Vangelis Milisis, Panagiotis Barbalias, Mimis Plessas, Nikos Sideris and Antonis Tzanetoulakos who collectively came to be known as "Simonovski's babes". He returned to Apollon Athens in the mid-60s, developing the Rizoupolis side's under-21 squad into one of the strongest in Greece.
Though he was a proven youth-level coach, Simonovski's detractors claimed that he was no good at the senior level.
Did you know?
Simonovski was at the helm of Olympiakos when they handed World Champions Santos their lone defeat in their 1961 tour of Europe.