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Ana Lenskiy began their work experience as a Project Assistant at Eventica Communications in July 2012. Ana then interned as a Real Estate PR Intern at Nadine Johnson Inc. in June 2016. In June 2017, Ana interned as a Global Communications, PR, and Events Intern at Christian Louboutin. Following that, they worked at IPPOLITA as a Marketing & PR Coordinator from November 2018 to January 2021, and later as a Communications & PR Manager from January 2021 to February 2022. Ana is currently employed as a Creative Project Manager at VMGROUPE / LBCVMG starting from January 2022 and now as an Account Director of Strategy & Communications.

Ana Lenskiy obtained their Bachelor's Degree in Comparative Human Development from the University of Chicago, where they studied from 2014 to 2018. Prior to that, they attended Kent School from 2011 to 2014, though no specific degree or field of study is mentioned for this period.