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Caleb Custer has had a varied career in the digital marketing space. Caleb began their career in 2007 as the Director of Marketing for Cedar Lake Contemporary Ballet. In 2010 they moved on to Design Brooklyn as a Strategist. In 2011 they became the Digital Manager for AKA NYC and in 2012 they were the Digital Lead for CreativeXs. In 2017 they began teaching as an Adjunct Professor at The New School, heading up the Digital Marketing Certificate program and teaching Digital Marketing Campaigns and Programatic, Native and Mobile Marketing. From 2013 to 2020 they were at WiT Media Inc, first as the Director of Digital Engagement and Strategy and then as Senior Creative Strategist. Most recently they have been a Professor at Pratt Institute since 2020.

Caleb Custer obtained a Bachelor of Business Administration (BBA) from Campbell University in 2005, majoring in Business Administration and Management, General. Caleb then went on to pursue a Master of Fine Arts (MFA) from Florida State University in 2007, majoring in Theater Management. In 2019, they obtained an Advanced Google Analytics certification from Google.