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Caitlin Gray Stroll has extensive work experience in creative marketing and social media. Caitlin worked as the Director of Creative & Client Services at Block Party, a social media and creative marketing agency, from September 2017 to present. In this role, they managed a variety of clients, including the American Museum of Natural History, Bloomberg Philanthropies, and Netflix, among others.

Prior to their role at Block Party, Caitlin worked as a professional bassist, both performing and recording. Caitlin has played at prestigious venues such as Carnegie Hall and Lincoln Center, and has appeared on TV shows like Conan O'Brien and CBS This Morning. Additionally, they have transcribed, recorded, and edited videos for a popular bassline transcription YouTube channel. Caitlin was self-employed in this capacity since 2005.

Caitlin Gray Stroll began their education in 2005 at The New School, where they pursued a Bachelor of Fine Arts degree in Double Bass Performance. Caitlin completed their studies in 2009. Additionally, from 2005 to 2007, Stroll also attended Eugene Lang College, focusing on Cultural Studies/Critical Theory and Analysis. However, the information does not specify whether they obtained a degree during that time.