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Jenn Diamond has a diverse range of work experience in the field of design. Jenn started their career as a Graphic Designer at Lebowitz|Gould|Design, Inc. in 2004 and worked there until 2007. After that, they worked as an Interactive Design Lead at Ogilvy Healthworld from 2007 to 2010. Jenn then worked as a UI Designer at Nickelodeon on a contract basis in 2012. In 2013, they joined Bank of America Merrill Lynch as an Interactive Art Director & Designer. Jenn later worked as a Senior Art Director at LLNS in 2014. In 2016, they became the Lead Product Designer - UX/UI at Sekwel, and the following year they served as the Lead Product Designer at StartUp Health. From 2018, they worked as a UX Architect at Watermark. Most recently, they hold the position of Lead Product Designer at Decusoft, starting from October 2020. Throughout their career, they have worked independently as well as for agencies, and has contributed to projects for various notable companies including Walgreens, AOL, Hertz, Johnson & Johnson, BeautySak, Barclays, and Chrysler, among others. Jenn'sexperience includes product design, UX/UI design, responsive website design, e-learning application design, motion graphics, and brand identity development.

Jenn Diamond has a diverse education history. Jenn holds a Master of Science degree in Communication Design from Pratt Institute. Prior to that, they completed their undergraduate studies at the University of Michigan, earning a Bachelor of Arts degree in Cognitive Psychology & Chemistry. Furthermore, Jenn also has experience studying Digital Design at Danmarks Designskole and Art & Design at the School of Visual Arts.