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Stephen Boss has a diverse work experience spanning various roles and industries. Stephen most recently served as the Head of Customer Success at Thread since September 2022. Prior to that, they worked as a Practice Manager at Palisade Technology Solutions from January to September 2022. From 2020 to 2022, Stephen was the Director of IT at Manage Infinity. Stephen also served as a Service Delivery Manager at RFA from 2018 to 2020. Additionally, Stephen worked at ProVision Security as an Operations Engineer from 2016 to 2018 and as a Senior Technician from 2011 to 2016. Stephen has a background in freelance computer technician work before joining ProVision Security. Stephen also gained experience as a Mobile Phone Sales Consultant at Best Buy from 2009 to 2011. Earlier in their career, they held positions at NDSU Spectrum as an Opinion Editor from 2007 to 2008 and at TURCK Inc. as an Intern from 2003 to 2006.

Stephen Boss obtained a Bachelor of Applied Science (BASc) degree in Computer Forensics from Metro State University, where they studied from 2010 to 2013. Prior to that, they completed a C Programmer's Certificate at Hennepin Technical College from 2001 to 2003, specializing in Visual C, C++, and SQL. In addition to their degrees, Stephen Boss holds certifications in Certified Ethical Hacker from EC-Council, obtained in May 2017, and Security+ from CompTIA, obtained in March 2014.