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Caitlin Kowalke has a diverse range of work experience. Caitlin is currently working as a Business Affairs Manager at MasterClass since July 2021. Prior to that, from August 2019 to July 2021, they were an Advocacy Committee Representative at The Recording Academy. Caitlin has also worked as a Legal & Business Affairs Executive at Kilburn Live (Event Production & Financing) from November 2019 to May 2021. In 2018, they worked as a Director, Legal & Business Affairs at Karma Media Holdings. From May 2017 to October 2018, they served as a Business Affairs Representative, Music at SAG-AFTRA. Caitlin started their career as an Intellectual Property Law Clerk at Eggink Intellectual Property Law from October 2014 to December 2016. Additionally, they gained experience as a Government Relations Intern at Ordway Center for the Performing Arts from November 2015 to May 2016.

Caitlin Kowalke's education history includes the following:

- From 2021 to 2023, they attended UCLA Extension, where they pursued a degree in Business & Management of Entertainment. The field of study is not specified.

- Between 2013 and 2016, Caitlin studied at Mitchell Hamline School of Law and obtained a Juris Doctor degree. Their specialization was Intellectual Property Law.

- Lastly, from 2009 to 2012, they attended Minnesota State University, Mankato, where they earned a Bachelor's Degree. Their field of study encompassed Mass Media Communications & Theatre Arts.