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Stacey Winsch has a diverse work experience. Stacey started their career in 2009 as a Tour Guide at Ars et Fides - Basilica de Santa Croce, where they applied their knowledge of art and history to provide an enhanced museum experience for English-speaking visitors. In 2010, they joined Viacom as an Ad Sales Assistant and later became an Asset Analyst and Commercial Operations Manager. In 2019, they transitioned to WideOrbit, working first as a Sales Engineer, then as an Account Executive, and currently as a Sales Director.

Stacey Winsch attended Fairfield University from 2006 to 2010, where they obtained a Bachelor of Arts degree in History and Art History. In 2009, they also briefly studied at Florence University of the Arts, although no degree or field of study is specified.