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Jessie Winkler has a diverse range of work experience in the field of Human Resources. Jessie started their career at Greenworld in 2009 as an Inside Sales Representative and later became an HR Coordinator. In 2014, they worked as a Human Resources Generalist at Holy Cross Village At Notre Dame. In 2015, they joined TSI - The Service Innovators as a Human Resources Coordinator. In 2016, they worked as a Human Resources Generalist at Portland Cement Association. Currently, they hold the position of Director of Human Resources at Independent Publishers Group, where they previously worked as a Human Resources Manager.

From 2004 to 2008, Jessie Winkler attended Purdue University, where they studied Political Science. No specific degree was mentioned in the provided information.