Summary
Jay El-kaake is a seasoned entrepreneur and software engineer with 14 years of experience building and scaling eCommerce technologies, currently co-founding Osello to apply AI agents that automate marketplace listings. He previously founded and led Fera and Smile.io, bringing product and go-to-market expertise across Shopify, BigCommerce, Wix and Magento ecosystems, and has hands-on engineering roots from roles at BigCommerce and early startups. With a Software Engineering degree from Waterloo and an MBA from Ivey, he blends technical depth with strategic business leadership and a track record of exits and board roles. Notably, his career repeatedly bridges product, engineering and ops—turning merchant-focused insights into platform businesses that reduce friction for online sellers.
14 years of coding experience
16 years of employment as a software developer
Master of Business Administration (M.B.A.), Master of Business Administration (M.B.A.) at Ivey Business School at Western University
Bachelor’s Degree Software Engineering, Bachelor’s Degree Software Engineering at University of Waterloo