In 1987, he was acquired by the city's most prestigious club Kavala, where he played for five years in both the second and third tiers of the Greek football league system, and scoring a total of 47 goals.

Dermitzakis cemented his post in Atsalenios, maintaining an undefeated home record during the 2005−06 and 2006−07 seasons in which the club finished in 4th and 3rd place respectively, narrowly missing out on promotion to the Beta Ethniki.

[2] Although Panthrakikos had already failed to avoid relegation when Dermitzakis took over, he managed to improve the Thracians performance and led the club to its first victories in the 2009−10 Superleague season.

Dermitzakis eventually replaced Beretta after his sacking in pre-season,[3] but he was himself also fired a few months later on 17 October 2010, after three consecutive losses vs. Skoda Xanthi, fierce club rival Aris and Panathinaikos.

[6] However, he failed to improve Ergotelis' position in the League Table after replacing Spanish manager Juan Ferrando, and therefore the club terminated his contract three months later, in December 2014.

In his only season in charge, he took over the reins from former Greek international goalkeeper Dimitris Eleftheropoulos, who was sacked after three games, and the team mounted an impressive campaign from the very start of his reign with a rock-solid defence and capable offence.

They also achieved a notable run in that year's Greek Football Cup, only being stopped by eventual Double winners AEK Athens.

With three matchdays at hand, Panserraikos clinched the North Group title and the long-awaited participation in the Superleague for the first time in 12 years at their home ground with a 3–1 win over Dermitzakis' former club Diagoras.