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Jess Herold began their work experience in 2016 as a Mathematics Tutor at Grand Valley State University. From 2018 to 2019, they interned as a Legal Assistant at Stenger & Stenger, P.C. In 2021, they joined Moda Health as a Marketing Data Scientist until 2022. Currently, they are working as a Marketing Analyst at Portland Trail Blazers @ the Rose Quarter.

Jess Herold attended Grand Valley State University from 2015 to 2019, where they obtained a Bachelor of Applied Science (BASc) degree in Statistics. In addition to their degree, Jess also obtained additional certifications. In February 2022, they completed the "Foundations: Data, Data, Everywhere" course from Coursera. In March 2023, Jess obtained the "Google Analytics for Beginners" certification from Google.