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Oluwatobi Jolayemi has a diverse work experience spanning several industries. In 2016, they worked as an On Air Personality at Blackface Radio. From 2017 to 2020, they served as a Creative Director at BlueDove Media and later as a Social Media Manager at BusinessCenter.ng. In 2020, they took on the role of Communication/Social Media Intern at Reightigh Group, where they curated content for social media platforms and handled communications for portfolio companies. In 2020, they also worked as a Technical Support Engineer at Twenty 20 Audio-Visuals, managing software for holographic projections. In 2021, they joined Semicolon as a Software Engineering Trainee, where they implemented a new inventory management system and improved the customer journey. Oluwatobi also worked as a Junior Software Engineer at Inspiriasoft Company, collaborating with cross-functional teams and documenting supporting systems. Additionally, in 2021, they worked as a Software Engineer at Inclutab Africa. Currently, Oluwatobi is working as a Software Engineer at Interswitch Group, where they have spearheaded peer programming sessions, analyzed technical infrastructure, and led the development of a transaction settlement and arbitration system.

Oluwatobi Jolayemi completed a Bachelor of Arts (B.A.) degree in Mass Communication/Media Studies from Adekunle Ajasin University, which they attended from 2014 to 2018. In terms of additional certifications, Oluwatobi obtained a Certificate in Business Management from Henley Business School in 2022. Oluwatobi also holds various other certifications including a Lean Six Sigma Yellow Belt from GoLeanSixSigma.com (obtained in December 2022), an Open Source Leader 2020 certification from Common Purpose (obtained in June 2020), a Certificate in Strategy and Operations from the International Business Management Institute (IBMI) (obtained in April 2020), training in Social Entrepreneurship from Generation Unlimited (obtained in March 2020), and the Digital Skills for Africa certification from Google (obtained in August 2017).