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Kaitlyn Freeman has a diverse work experience that includes roles in various industries. Kaitlyn began their career at the Michigan Association of Secondary School Principals, where they volunteered as a College Volunteer Facilitator Corps from 2007 to 2010. Following that, they worked as an Art Direction Intern at the Evans Media + Design Group from May 2010 to October 2010, and later as an Art Direction Intern at Campbell-Ewald from June 2011 to May 2012.

In 2012, Kaitlyn joined Daniel Brian Advertising as a Junior Art Director and worked there until December 2013. Continuing their career in the creative field, they worked as an Art Director + Graphic Designer from December 2013 to December 2015 at an undisclosed company.

In 2014, Kaitlyn joined Apple as a Repair Admin and Certified Mac/iOS Technician, and later became a Lead ISE (Technical Support) from September 2020 to March 2021.

Moving onto MillerKnoll in 2021, Kaitlyn started as an IT Analyst at the Service Desk from July 2021 to January 2022. Kaitlyn then transitioned to the role of an Associate Proposal Specialist in Global Field Marketing from January 2022 to February 2023, before becoming a Proposal Specialist in the same department starting February 2023.

Kaitlyn Freeman attended the College for Creative Studies, where they pursued a Bachelor's degree in Advertising Design. Kaitlyn completed their education at the institution in 2014.