Dylan Jackson has a diverse background in executive assistance, with experience at notable companies such as The Washington Post as Executive Assistant to the Chief Communications Officer, Salesforce as Senior Executive Assistant to the Co-CEO, and Apple as Executive Assistant for Search Ads, among others. Prior professional roles include working as an Executive Assistant at Amazon for Prime Air and providing outdoor experiences at REI in mountaineering. Dylan Jackson holds a degree from the University of North Carolina School of the Arts, attended from 2009 to 2013.