HeadOffice

HeadOffice is a cloud-based business management platform that combines accounting, banking, receivables, payables, payroll, tax, HR, inventory and reporting in a single system, marketed primarily to businesses in Jamaica. The accounting module covers a multi-level chart of accounts, single and batch journal entries with an audit trail, open/close/lock accounting periods, a multi-currency ledger with own or system exchange rates, and fixed-asset tracking with automatic depreciation. Banking features include management of multiple bank accounts across banks and currencies, transaction recording, bank statement import and reconciliation with matching suggestions, and cash position tracking. Receivables span invoicing with multi-currency and tax calculation, estimates and quotations, proforma and recurring invoices, payment recording and allocation, sales credit memos, customer statements and receivables aging. Payables cover expense management with GL mapping, purchase orders with approval workflows, vendor invoices with PO and three-way matching, vendor payments, purchase credit memos and custom expense categories.

Payroll supports weekly, bi-weekly, semi-monthly and monthly pay cycles, automatic gross-to-net calculation, statutory tax deductions based on local tax tables, benefits administration and employer contributions, pay adjustments such as bonuses, commissions and overtime, payslip generation, salaried/hourly/commission remuneration types, and P45 import for new hires. Tax functionality generates returns from receivables and payables data, produces submissions and schedules, tracks tax bills, payments and refunds, and supports multiple jurisdictions. The People module handles team member profiles, onboarding, emergency contacts, employee documents, internal memos, timesheets, attendance, leave types and accruals, assigned company assets, salary packages and per-employee deductions. Additional modules cover product and service catalogs, stock tracking and inventory adjustments, contacts/CRM, investment portfolio tracking, issued and received loans, and financial reporting with period-over-period comparison. The platform is multi-company, multi-currency and multi-user with role-based access control, a full audit trail, and browser-based access across desktop and mobile devices; the company states the product has more than 100 features.

Founding story

The company was founded in Jamaica by Khary Sharpe, who serves as founder and CEO. Sharpe previously founded Bakari Digital, served as Director of West Indies Software Engineering Company Limited, and worked as Startups Program Manager for VM Group in Kingston.

Business model

HeadOffice sells access to its web-based platform through self-service account creation and sales-assisted demos, positioning itself as a replacement for multiple separate business tools. The site references a free trial and a 30-day money-back guarantee.

Customers sign up for the platform online; the website advertises a free trial and a 30-day money-back guarantee on new accounts.

Traction

Listed on the Techstars job board as a pre-seed company founded in 2018 operating in accounting, business development and financial services, with locations in Jamaica and New York. The company was selected into the Techstars New Orleans 2023 cohort.

Latest developments

HeadOffice maintains country pages, including a United States page marked "Coming Soon" with a waitlist, while stating that core features are available to businesses outside its primary market.