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Meet The Founder And Ceo Of HeadOffice!

Chris Cochran

Meet Khary Sharpe, founder and CEO of HeadOffice. Founded in Jamaica, HeadOffice is a software for accountants and entrepreneurs in Latin America and the Caribbean that provides customers with localized support for managing taxes and payroll in non-US denominations. Khary, a veteran of the Caribbean tech scene,  previously founded Bakari Digital as well as serving as the Director of West Indies Software Engineering Company Limited. He has also worked as Startups Program Manager for VM Group in Kingston, among other roles. 

In April, Khary attended our Beyond the Beach conference in Kingston, Jamaica, where he presented HeadOffice to our  panel of distinguished tech investors. Khary didn’t come to Beyond the Beach with big expectations—he’d mainly wanted to serve as a representation of Jamaican entrepreneurship.  But HeadOffice turned out to be a hit at Beyond the Beach, with something like a bidding war breaking out among our investors for a piece of his company. And this wasn’t even the high point of Khary’s experience at Beyond the Beach. 

Khary hadn’t initially planned to attend Beyond the Beach’s closing dinner. But he changed his mind, joining us at the historic Devon House in Kingston, the home of Jamaica’s first Black millionaire. He shared a table with Melissa Pegus, who serves as Managing Director for the legendary Techstars accelerator program in both Atlanta and New Orleans. Melissa encouraged Khary to apply for Techstars’ New Orleans cohort. Khary followed through, beating out thousands of other founders to become a member of the 2023 cohort. As a part of the 13-week hybrid program, Khary has attended events like TechCrunch Disrupt in San Francisco, in addition to being awarded $120,000 for HeadOffice. Khary tells us that he has already been able to move HeadOffice forward as a result of his time at Techstars as well as Beyond the Beach. EAB is proud of  Khary’s progress and we are excited to see what’s next for HeadOffice. We will continue to work to leverage our connections so we can help our entrepreneurs take their companies to the next level. 

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