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Yaroslav Chekh has held various roles in the past few years. In 2018, they were a Virtual Assistant at Moosetank Digital Agency and a Personal Assistant to the Chief Executive Officer at Skylum.com. In 2019, they were an Account Manager at Global Office. In 2020, they were a Student Internship at the Cabinet of Ministers of Ukraine and an Account Executive, Engagement Manager, and Personal Assistant at Let's Enhance. Lastly, in 2021, they are a Product Development Manager at Claid.

Yaroslav Chekh obtained a Bachelor's degree in Political Science and Government from Taras Shevchenko National University of Kyiv between 2017 and 2021. Yaroslav also obtained a Goethe-zertifikat - B2 certification from Goethe-Institut e.V. in April 2017 and an IETLS Academic - C1 certification from Cambridge Assessment English in February 2021. Currently, they are pursuing a Bachelor's degree in Crossmedia at Tallinn University, which they are expected to complete in 2024.