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Jan Pickard has a diverse work experience spanning several industries. Jan co-founded Ramp Software in 2018 and is currently serving as a Co-Founder. In 2022, they became a Board Member at Hoorah Group. Jan also worked as a Founding Advisor at Speedy Wi-Fi starting in 2021. In 2016, they joined Stream Capital as a Partner. Prior to that, they were a Board Member at ReitechSA, an engineering and machine supplying company. In 2019, they co-founded Quickwill, which was later acquired by Old Mutual. Jan also co-founded Magnetic Software in 2012, which was acquired by Silversoft in 2018. From 2014 to 2016, they served as the Co-Founder & CTO at BUNCHCUT. Before that, they worked at PayU as a Senior Mobile Product Manager, where they were responsible for designing and managing payment projects. Jan started their career at Ukash as a Programme Manager, where they focused on business development and product rollout.

Jan Pickard completed a Corporate Finance Course at London Business School from 2006 to 2007. Prior to that, from 2002 to 2005, they obtained a Bachelor of Engineering Science degree from Stellenbosch University, majoring in Mathematics, Electronics, and Programming. Additionally, Jan has additional certifications such as CAIA Level 1 from CAIA Association, CCNA from Cisco, and MCSE from Microsoft. No further information is available regarding the specifics of the certifications or when they were obtained.