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Stefi Calero's work experience begins with their current role as the CEO and Cofounder of FEELS RARE, a position they started in April 2022. Prior to this, they worked as a Graphic Designer for American Guardian Warranty Services, Inc. from November 2018 onwards. Stefi also worked as a Marketing Specialist at Sourcebooks from February 2018 to October 2018. Stefi's earliest work experience was as a Graphic Designer/Facility Assistant at the Illinois State University Department of Campus Recreation, where they worked from January 2016 to May 2017.

Stefi Calero obtained a Bachelor of Arts degree in Graphic Design from Illinois State University, where they studied from 2013 to 2018. In January 2020, Calero received a certification in User Experience Design from General Assembly. Stefi is currently pursuing a Master of Science degree in Information Design & Strategy with a specialization in Data Science & Analytics from Northwestern University, which they started in 2020 and is expected to complete in 2023.