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Craig Maddox has an extensive work experience that spans from 2013 to 2020. In 2013, they were the President/Creative Director at Daniel Woodfield Media, a company that represents multiple media advertisement platforms. From 2014 to 2015, they were a Professional Athlete at the Adelaide Bite and the Southern Maryland Blue Crabs. In 2015, they were an Associate Scout at the Minnesota Twins and Co-Founder/Head of Player Development at Prospect Dugout, a platform that allows baseball/softball players to control their future all from their phone. From 2016 to 2018, they were a Player/Hitting Coach at the New Britain Bees Professional Baseball Club and a Professional Baseball Player/Hitting Coach at the Southern Maryland Blue Crabs. In 2018, they were a Professional Baseball Player at the Australian Baseball League and an Associate Scout at the Washington Nationals. In 2020, they became a MiLB Hitting Coach at the San Francisco Giants.

Craig Maddox graduated from Southeastern University in 2007 with a Bachelor of Science in Sport Management.