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Jenny Leben has a diverse work experience spanning various industries. Jenny is currently working as a Customer Support Representative at Rockbot since September 2022. Prior to this, they served as a Sales Supervisor at Steve Madden from November 2020 to September 2022. Jenny also worked as an Assistant Manager at Nirvana from May 2019 to May 2020. Additionally, they gained experience as a Visitor's Assistant at the David Owsley Museum of Art from January 2018 to May 2020. Jenny has also worked as an intern at The Vintage Shoppe Thrift & Gift, Flinn Scientific, Inc., and Dress Barn. Jenny started their career as a Sales Associate at Kohl's Department Stores from May 2015 to June 2016. Furthermore, they briefly worked in security at Live Nation Entertainment from April 2019 to October 2019.

Jenny Leben completed their education at Ball State University, where they obtained a Bachelor of Science degree in Fashion Merchandising. Jenny attended the university from 2016 to 2020. Prior to their college education, they attended Saint Charles East High School from 2012 to 2016.

In addition to their formal education, Jenny obtained several certifications. In October 2019, they received the Hootsuite Platform Certification from Hootsuite. Jenny also completed the Trans Safe Zone certification in October 2016 and the Safe Zone certification in September 2016, both from Ball State University. Furthermore, they acquired the Content Management Certification from HubSpot in November 2019 and the Social Media Certification from HubSpot in September 2019.