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Sille has graduated University of Tartu (Estonia) and complemented herself in the fields of business management and tourism development. She obtained MAB (Strategic Management) with honours in 2013. Over past 20 years, Sille has worked in international organizations, Estonian public, private and third sector: Enterprise Estonia; United Nations Development Programme; International Organization for Migration; South Estonia Tourism Foundation; non-profit organization Peipsi Center for Transboundary Cooperation, etc.
Sille has performed top management tasks and been involved in strategic development of many organizations- She has worked with administrative, financial and developmental associated works. In Gravitas Consult, Sille has been mainly engaged with projects and development activities related to environmental awareness, regional and business development, tourism, international cooperation and healthcare.