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Jesse Stevens has held a variety of roles since 2014. In that year, they worked as a Banquet Server at Knoebel Events and as an Administrative Assistant at the Fritz Knoebel School of Hospitality Management. In 2016, they were a Research Intern at hrQ Inc., a Flower Delivery & Office Manager at Flower Bombers, and a Business Operations Manager at My Financial Girlfriend. In 2017, they were a Ski Instructor at Mt. Hood Meadows Resort, an Implementation Specialist - MedSavvy at Cambia Health Solutions, and a Senior Implementation Specialist - MedSavvy at the same company. Currently, they are a Sr. Implementation Project Manager and an Implementation Project Manager at Collective Medical a PointClickCare Company, where they lead and coordinates customer projects, documents project deliverables, and understands the client organization and operations to customize the project.

Jesse Stevens obtained a Bachelor of Science (BS) in Finance, General from the University of Denver between 2013 and 2017. In 2015, they studied at Paris Lodron Universität Salzburg. In 2016, they obtained certifications in Microsoft Office Specialist Excel 2013, Microsoft Office Specialist PowerPoint 2013, and Microsoft Office Specialist Word 2013 from Microsoft. In 2019, they obtained a Certification in Project Management from Portland State University's Center for Executive and Professional Education (CEPE). In 2020, they obtained a Certification in Process Improvement from Portland State University's Center for Executive and Professional Education (CEPE).