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Chelsea Wollgast has a diverse work experience in various industries. Chelsea started their career in 2011 as a Family Programs Assistant at the YMCA, where they worked until 2016. In 2014, they worked as a Food Server at Duke's Chowder House. In 2015, they took on multiple roles including an Intern at Janet Wainwright Public Relations, a Campaign Manager at Emanation Marketing Group, and a Sales Intern at Pacific Office Automation. In 2017, they worked as a Digital Marketing Specialist at WATTS BASKETBALL LLC and as a School Aged Child Care Lead Teacher at YMCA of Greater Seattle.

Chelsea Wollgast received a Bachelor's Degree in Communication, General from the University of Washington in 2015. In 2014 and 2015, they also obtained a Sale's Certificate in Selling Skills and Sales Operations from the same university.