Job Title: CTO
Company: Pineapple Tech
Sizwe joined Pineapple as a technical co-founder in 2017. He has been the CTO of the company since July 2020, however, after serving as the company’s DevOps lead for a year before that. Prior to this, he was a senior developer.
Sizwe’s IT career kicked off when he became a software engineer intern at Quirk Agency in 2011. He worked his way up to trade marketing intern for Pernod Ricard South Africa in 2013.
He was promoted to digital innovator in 2014, working for the company’s internal innovation division, Breakthrough Innovation Group.
Sizwe holds a BSc in computer science from the University of Cape Town.
He has been nominated for the 2025 CIO Awards for his work as the CTO of Pineapple.
Work
2020 – Present CTO, Technical Co-Founder, Pineapple
2019 – 2020 DevOps Lead, Pineapple
2018 – 2019 Senior Developer, Pineapple
2017 – 2018 Project Manager/Lead Developer, Booking Hero
2015 – 2017 Freelance Developer, Self-Venture
2014 – 2015 Freelance iOS Developer, Gymglish
2014 – 2015 Digital Innovator, Pernod Ricard
2013 – 2014 Marketing/Trade Marketing Intern, Pernod Ricard
2013 – 2013 Founder, That Freelance Guy
2012 – 2012 Mid-Level Web Developer, Tangram
2012 – 2012 Technology Analyst, The China in Africa Project
2012 – 2012 Chief Technical Officer, Knack Digital Marketing
2011 – 2011 Software Engineer Intern, Quirk Agency
2010 – 2012 Web Consultant, Neogroup
2010 – 2010 Web Developer/Graphic Designer, 7 Square Magazine
Education
2009 – 2012 Bsc, Computer Science, University of Cape Town

About company: Pineapple Tech (Pty) Ltd is a popular South African insurance company.
















