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J. Colin Caldwell has worked in a variety of roles since 2005. J. Colin began as an Updated Collections Rotator at Macy's in 2005, then moved on to a Sampling Intern at Euro RSCG Impact in 2010. In 2011, they became a Sales Manager at Macy's, and then transitioned to a Software Developer and Business Consultant at First Data Corporation in 2013. In 2016, they moved to Autopilot Consulting, LLC as a Software Developer, and is currently a Sr. Software Engineer at Talli®.

J. Colin Caldwell attended Kennesaw State University - Michael J. Coles College of Business from 2008 to 2010, where they earned a Bachelor of Business Administration in Marketing.