Our Story
Why We Built HeadOffice
Businesses spend hundreds of hours a year on tax preparation. Global accounting software doesn't understand local tax codes, statutory deductions, or country-specific forms. So business owners patch things together, and accountants spend more time fixing than advising.
We founded HeadOffice in 2023 to change that. One platform that handles invoicing, payroll, and tax returns the way your country requires. No workarounds. No gaps to fill.
Backed By
Techstars Approved
In 2023, HeadOffice was selected for the inaugural Techstars New Orleans class, powered by JP Morgan. We received $120K in funding and joined a global network of founders building category-defining companies.
Recognition
Pitch Winner
HeadOffice won the FIX25 Startup Pitch, taking home a US $10,000 non-dilutive cash award. Nine finalists. Four minutes each. One winner.
Leadership
Meet the Founder
Khary Sharpe, CEO & Founder
Khary brings over 25 years of hands-on experience building technology that moves industries forward. Across financial services, telecommunications, and government, his work has quietly shaped how the Caribbean does business.
Khary built HeadOffice with his team because he saw businesses struggling with software that was never designed for them. Local tax rules, statutory payroll deductions, and country-specific reporting need purpose-built tools, not workarounds on top of global platforms.