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Jennifer Williams has worked in the software industry since 2006, when they began as a Senior Software Tester/Quality Assurance at Grossman Software Solutions. In 2013, they took on a new role as Cuppycake Maker and Owner at Jenni's Cuppycakes. This role was inspired by a request from a friend to bake cupcakes for the day their son was born.

Jennifer Williams completed their high school diploma at Marian Catholic HS in 2000, having taken college prep courses. Jennifer then attended Prairie State College from 2002 to 2004, studying Business. Jennifer then went on to Lewis University, where they earned a Bachelor of Science in Business Administration and Management, General in 2006.