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Jayne Bennett began their work experience in the year 2000 as a Project Manager at Fidelity Investments, where they managed the production and migration of printed materials. From 2002 to 2004, they served as the Director of Print Services at Harte-Hanks, overseeing a digital print department and implementing variable data printing. Jayne then joined Bose Corporation as a Project Manager, responsible for translations and packaging production. At Standard Register, from 2007 to 2008, Jayne managed a print facility with profit and loss responsibilities. From 2008 to 2012, they worked as a Print Analyst at SmartSource LLC, handling print production and vendor management. Jayne served as a Marketing Manager at MFS Investment Management from 2012 to 2013, where they managed various marketing tools and materials. Jayne then became the Lead Buyer in Marketing for Houghton Mifflin Harcourt, where they achieved significant cost savings and managed print production. In 2020, Jayne worked as a Project Manager at Harvard Business School and then as a Delivery Manager at CVS Health. Currently, they hold the position of Supply Chain Project Manager at Savvas Learning Co (formerly Pearson K12 Learning) starting from 2021.

Jayne Bennett attended Miami University from 1979 to 1983, where they obtained a Bachelor's degree in Communications.