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Vassilis Gklegkles has a long and varied work experience. Starting in 1996, they worked as a Senior IT Consultant at Putnam Investments. In 1999, they held two positions simultaneously, as a Managing Director at Information Center of Technology and a Professor at Alpha Panagiotopoulos Private School. In 2003, they became the Managing Director at Automagic and in 2013, they began working as an Independent Consultant, providing IT & Business Technology projects. In 2016, they became International Sales Manager - Commercial Sector at LALIZAS and in 2018, they were a Senior Consultant - International Trade & Development at LK Consulting Services & Management. In 2019, they took on two roles, Director Of Business Development at Crowdpolicy and Director - EMEA at CyberOwl, as well as Business Development Consultant at CyberOwl.

Vassilis Gklegkles completed an MSc in Information Systems Management from the University of Liverpool between 2006 and 2008. Prior to that, they obtained a BSBA in Computer Information Systems from Suffolk University - Sawyer Business School between 1992 and 1996. Vassilis also holds certifications in Maritime Cybersecurity from Lloyd's Maritime Academy (2020), ITIL Foundation Certificate in IT Service Management from PEOPLECERT (2013), and Google Analytics and Google AdWords | Search from Google (2016).