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Alyssa Holly has a diverse work experience spanning several industries. Alyssa currently works as a Network Project Manager at Sendle since April 2023. Prior to this, Alyssa was a Project Manager for Programs and Marketing at the Mathematics Institute of Wisconsin from October 2018 to April 2023. Alyssa also served as a Program Coordinator at the same company from November 2013 to October 2018. In 2018, Alyssa briefly worked as a Student Outreach Coordinator at DesignMil. Previously, they worked as a Server at Palomino Bar from 2007 to June 2014. Alyssa also held positions as a Program Assistant at Brookhill Foundation from October 2011 to November 2013, a Sales Associate/Buyer at Sovereign Collection from June 2010 to September 2011, a Barista at Luna Cafe from June 2010 to September 2011, and a Sales Associate at American Eagle Outfitters from November 2010 to May 2011.

Alyssa Holly has a Bachelor of Fine Arts (BFA) degree in Design and Visual Communication from the University of Wisconsin-Milwaukee, which they obtained from 2015 to 2018. Prior to that, from 2006 to 2010, they also attended the University of Wisconsin-Milwaukee and obtained a Bachelor of Arts (B.A.) degree with a field of study in Drawing & Painting, along with a general business minor. The specific start and end years for this degree are not provided. Additionally, Alyssa Holly has obtained several certifications including "Learning Mailchimp" from Lynda.com in July 2018, "RYT 200" from Yoga Alliance in July 2020, and a "Social Media Manager Certificate" from the University of Wisconsin-Milwaukee School of Continuing Education, although the specific details regarding the month and year of obtaining this certificate are not provided.