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Caleb Day has a varied work experience, starting with their current role as Sales Director at Vita Coco since August 2019. Prior to this, they held the positions of Senior Market Manager, Market Development Manager, and District Sales Manager at Vita Coco. Caleb also worked as an Area Sales Manager at High Brew Coffee from January 2017 to March 2019. Caleb began their professional career as a Retail Sales Specialist at Vita Coco from August 2015 to January 2017. From April 2014 to July 2015, Caleb worked as a Junior Associate at Southwest Search. Before that, they were a Technical Recruiter at Peyton Resource Group from December 2012 to March 2014. Caleb started their career as a Manager in Training at Enterprise Rent-A-Car from November 2011 to December 2012.

Caleb Day began their education journey at Oklahoma City Community College from 2007 to 2009, where they earned an Associate's Degree in Broadcast Journalism. Caleb then proceeded to pursue their undergraduate studies at the University of Oklahoma from 2009 to 2011. During this period, they obtained a Minor in General Business as well as a Bachelor of Arts (BA) degree in Journalism.