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Stephen Christakos has a diverse work experience. From 2007-2011, they worked as a Catering Manager for The Bean Bag Deli & Catering. From 2010-2011, they were a Physical Therapy Intern at Bethesda Physical Therapy. In 2011, they worked as a Marketing Intern for Montgomery County Parks Department. From 2012-2018, they were the Head Baseball Coach/Instructor at Koa Sports. From 2013-2018, they worked at RainKing Solutions in various roles, including Manager Research, Senior Research Analyst, Research Analyst, and Research Intern. In 2018, they worked as an Associate Recruiter and Research Associate at Grant/Morgan Associates, and as a Senior Research Analyst at College Consulting Collaborative.

Stephen Christakos graduated from Ursinus College in 2012 with a Bachelor of Arts (B.A.) in Business & Economics. In 2018, they completed a Data Analytics Boot Camp at The George Washington University.