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Derrick Pitswane's work experience includes various roles in different companies. Currently, they are working as a Back Office Engineer at Right to Care since August 2021. Previously, they worked as a Technical Support Consultant at Optimi Learning from June 2015 to January 2023. Before that, they held multiple positions at ITSI, including Project Management Specialist from July 2015 to August 2016, Application Tester from January 2015 to July 2015, and Epub Developer from May 2014 to December 2014. Derrick also worked as a Junior Flipbook Creator at IT Schools Innovation from May 2013 to May 2014. Additionally, they had roles as a Junior Desktop Application Developer at Tshwane University of Technology from January 2013 to May 2013, where they had experience in Java, Android, and Web programming. Lastly, Derrick worked as a Freelancer, specializing in Mobile Development in Java (Android) from January 2013 to May 2013.

Derrick Pitswane attended the Tshwane University of Technology from 2011 to 2012, where they pursued a National Diploma in Information Technology with a specialization in Technical Programming in Java, specifically focusing on web development and mobile development. In November 2020, they also obtained several certifications in computer technology, including CompTIA A+ Certifications in various areas such as printers, networking, internet and cloud, portable computing, implementation considerations, command-line interface and scripting languages, networking security, troubleshooting operating systems, and more.