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Penny Tyllianaki has a diverse work experience spanning multiple industries. Penny began their career in 2006 as a Brand Ambassador at Diageo and later worked as a Brand Ambassador at WIND Hellas. In 2007, they joined JTI as a Senior Sales Representative before moving on to OTE Group of Companies (HTO) as a Customer Service Supervisor in 2009. Penny then worked as an Event Coordinator at Stavros Niarchos Foundation Cultural Center (SNFCC) and as a Lead Sales Representative at Imperial Tobacco EU.

In 2010, Penny took on the role of Event Promotions Coordinator at Vodafone before transitioning to the Agricultural University of Athens as a Research Assistant in 2011. Penny also worked at BAT as a Senior Sales Associate during this time. In 2012, Penny joined Karelia Tobacco Company, Inc. as a Senior Marketing Representative and later became an Area Sales Inspector. Most recently, they served as the Head of Cigars Sales Division.

Throughout their career, Penny has gained experience in sales, marketing, customer service, and event coordination.

Penny Tyllianaki began their education in 2006 and completed their studies in 2013 at the Agricultural University of Athens, where they obtained a Master of Science degree in the Faculty of Crop Science. In 2019, they pursued further education at Hellenic American University, where they earned a Master of Business Administration (MBA) degree in Business Administration and Management, General. Their studies at Hellenic American University lasted until 2021. In the same year, they also completed a certification course in Negotiation Mastery at Harvard Business School Online. Additionally, Penny obtained two certifications in Economics and International Business, as well as Marketing and Communications from the International Business Management Institute (IBMI) in 2023.