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Kaitlin Macholz has a diverse work experience, beginning in 2014 with internships at the Bruce Silverstein Gallery and Dillon Gallery. In 2015, they held a Student Apprentice role at Berkshire Medical Management and interned at the Sterling and Francine Clark Art Institute. In 2016, they were the Content Marketing Manager at Animalz and the Peter A. Krueger Intern at the Cooper Hewitt, Smithsonian Design Museum. In 2018, they were an Account Coordinator, Estates, Appraisals & Valuations and Business Administrator at Christie's, as well as a Marketing Consultant for Freelance. In 2021, they became the Marketing Manager at Parlor, and in 2022, they were the Product Marketing Lead at Beacons.

Kaitlin Macholz graduated from Northport High School in 2012 and subsequently earned a Bachelor's Degree in Art Theirtory, Criticism and Conservation from Williams College in 2016.