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Jessica Diehl's work experience includes:

- Director of Global Industry Event Strategy at Kaseya since September 2022.

- Channel Engagement Representative at Datto, Inc. from April 2018 to January 2023.

- Business Development Coordinator at Datto, Inc. from January 2015 to April 2018.

- Sales and Marketing Coordinator at Goodway Technologies, Inc. from January 2010 to December 2014.

Jessica Diehl attended Naugatuck High School from 1996 to 2000, where they studied Fine and Studio Arts. Jessica then enrolled at Paier College of Art Inc from 2002 to 2003, Hofstra University from 2004 to 2005, and finally Sacred Heart University from 2005 to 2007. At all of these universities, they pursued a Bachelor of Arts (B.A.) degree in Fine/Studio Arts, General.