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Anna Oleinic started their career in 2005 as a Graphic Designer at Maximum, a network appliance stores. Anna provided proposal layouts and designs, produced collateral pieces, and collaborated with the marketing group. From 2012 to 2018, they worked as a Graphic Web Designer at DAAC System Integrator. In this role, they developed a comprehensive company style guide, created new design themes, and produced custom signage and gift cardholders. In 2018, they joined GDI GERMAN DEVELOPMENT INSTITUTE as a Principal Graphic Designer. Anna held this position until 2019 when they started working as a Web Designer again at DAAC System Integrator.

From 1996 to 2001, Anna Oleinic attended the "Ion Creangă" State Pedagogical University of Chisinau, where they studied Psychology and special psycho pedagogy. In 2019, they obtained a Foundation Certificate in User Experience from BCS, The Chartered Institute for IT. That same year, they also obtained an EF SET certification. No information about degrees or institutions for the additional certifications is provided.