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Temidayo Olaobaju began their work experience in 2008 as a Sales Representative at Destiny Ventures. In 2016, they worked as a Business Development Officer at DAHFEX Global Solution. From 2017 to 2020, they served as a Consultant at BVS Professional Services. In 2021, Olaobaju joined BuyPower (YC W17) as a Financial Analyst and later became the Lead for Payment, Vend, and Settlement Reconciliations.

Temidayo Olaobaju pursued a Bachelor's degree in Economics from Obafemi Awolowo University, Ile-Ife, from 2009 to 2013. In addition to their degree, they obtained various certifications over the years. In 2015, they achieved the GCILRM certification from the Chartered Institute of Loan and Risk Management of Nigeria and became an Associate of the Institute of Strategic Management, Nigeria (ISMN). Temidayo also completed The Elite Employee Quest 2015 program offered by PushCV. In 2019, Temidayo obtained the Sage 300: Financials and Reporting certification from Sage and became a Student Member (Professional Level) of The Institute of Chartered Accountants of Nigeria. Temidayo'smost recent certification, obtained in 2021, is PRDV004: Spreadsheets from Saylor Academy.