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Jon Siller has a diverse work experience in the field of information technology. Jon started their career as a Technical Support Coordinator at the Institute of Reading Development in 2009 and worked there until 2010. In the same year, they joined Applied Statistics & Management, Inc. as a Technical Support staff and stayed until July 2010. Jon then moved to Gould Electric, Inc. and worked as an IT Manager from June 2010 to October 2015. Currently, they hold the position of Director of Information Technology at GoFundMe since August 2022. Additionally, they also served as the Head of Information Technology/Senior IT Manager at GoFundMe since October 2015.

Jon Siller attended Northwestern Technical College from 2003 to 2004. Jon completed a vocational degree in Computer Sciences during this time.