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Joshua Jennings has worked in a variety of roles since 2015. Joshua began their career as a Communications Intern at CareerSource Tampa Bay. Joshua then worked as an Archive Assistant, Marketing Communications Office Assistant, and Marketing Public Relations Manager at Wheaton College. In 2016, they took on a role as a Photographer at Hot Shots Photography. From 2018 to 2021, they worked as a Client and Logistics Specialist at HOBI International, Inc. and is currently employed as a Customer Experience Associate at Rootine.

Joshua Jennings attended H.B. Plant High School from 2010 to 2014 and then went on to receive their Bachelor's degree in Communication and Media Studies from Wheaton College in 2018.