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Jen Crooks has held various accounting and management positions throughout their career. From 2001 to 2017, they worked at Deloitte as a Senior Manager. In 2017, they joined Plaskolite as the Director of Accounting and held that position until 2022. From 2022 to 2023, they served as the Controller at WillowTree. Starting from August 2023, they took on the role of Vice President of Accounting at WillowTree.

Jen Crooks obtained a Bachelor's degree in Accounting from Penn State Erie, The Behrend College. Jen also holds a CPA certification.