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Vanessa Castillo began their work experience in 2005 at Kohl's Department Stores, where they worked as a Department Associate until 2011. In 2011, they joined Regions Financial Corporation as an ATM Teller for a few months before transitioning to buybuy BABY, where they worked as a Customer Service Trainer from 2011 to 2014. In 2014, Vanessa joined Canopius Group as an IT Data Analyst, and their employment there continues to the present.

Vanessa Castillo completed their Bachelor of Science (B.S.) degree in Business Administration with a specialization in Marketing at Southern Illinois University Edwardsville from 2005 to 2009. Following this, they pursued a Master's degree in Business Administration from the same institution, which they completed from 2009 to 2011.