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Ashley Calzada has a diverse range of work experience in the beauty industry. Ashley began their career in 2012 as a Bobbi Brown Makeup Artist for The Estée Lauder Companies Inc. and held this role until 2017. In 2018, they joined Bloomingdale's as a Business Manager before transitioning to Clarins as a Selling Specialist later that year. Ashley then worked as a Sales Specialist for The Estée Lauder Companies Inc. from 2019 to 2021. In 2021, Ashley joined Lord Jones as a Retail Sales Specialist and is currently working as a Client Care Specialist at TATCHA.

In 2003, Ashley Calzada enrolled at Salem State University to pursue a degree in Public Relations/Image Management. The duration of their education at the university is not specified.