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Gabe Michalski has worked in a variety of customer service, audio, and operations roles since 2009. In 2009, they worked as an Operations Technician for CinemaNow. From 2010 to 2012, they were a Host Trainer and Bartender at The Second City, and in 2012 they became a Customer Service Representative at Groupon. In 2013, they became a Podcast Producer at CHIRP Radio. From 2014 to 2015, they worked as a Sound Intern at Schubas Tavern and Lincoln Hall, an Audio Visual Technician at Encore Event Technologies, and a Sales and Customer Service Representative at zZounds.com. From 2015 to 2016, they worked as a Customer Support Specialist at Venmo, and in 2021 they became a Customer Support Specialist at Descript.

Gabe Michalski attended Tribeca Flashpoint College from 2013 to 2015, where they obtained an Associate of Arts (AA) in Recording Arts Technology/Technician. Prior to that, they attended Santa Monica College from 2004 to 2006.