Senior Hospitality Bookkeeper (Multi-Venue, QuickBooks) - 22165

• Location: Remote (South Africa or Latin America preferred)
• Schedule: Full-time
• Hours: Aligned to Eastern Time for part of the day (the business runs on Eastern Standard Time year-round, with no daylight saving). Some daily overlap is needed for questions; the rest of the work can be async.
• Works with: Financial Controller and ownership
• Engagement: Direct contractor relationship with the company

We are a well-established Caribbean-based hospitality group that has been operating for more than two decades. Our business spans several beachfront venues, from casual all-day dining to an upscale tasting-menu restaurant, along with a coffee bar, a retail shop, a busy weddings and private events business, catering, and marine operations. We serve locals, visitors, and boating guests, and our volume peaks through the winter high season.

Our back office is fully remote and lean. The people who join it tend to stay for the long haul, and they work directly with ownership rather than through layers of management.

Our books carry a lot of moving parts. There are several revenue streams, event deposits taken months in advance, beverage inventory with real value behind it, and big seasonal swings in volume. All of it runs through a single QuickBooks environment and goes through an external audit every year.

We need an experienced hospitality bookkeeper who keeps that environment accurate and audit-ready month after month, so that year-end is a review rather than a cleanup. You'll own day-to-day bookkeeping end to end, partner closely with our Financial Controller, and give ownership numbers they can trust by venue and by business line.

Daily Transactions & Reconciliation

• →Record daily sales by venue from point-of-sale reports, and reconcile them to card settlements and bank deposits
• →Reconcile all bank, credit card, and merchant accounts on a regular cadence, and investigate and resolve discrepancies quickly
• →Track reservation, daybed, and event deposits from booking through to the event date

Accounts Payable & Receivable

• →Process vendor bills accurately and on schedule, including food, beverage, supplies, and marine-related purchases
• →Issue and track invoices for weddings, private events, and catering, and follow up on outstanding balances
• →Maintain clean vendor and customer records in QuickBooks

Multi-Venue Accounting

• →Maintain class, location, or department tracking so each venue and business line has its own accurate P&L
• →Record transactions between related businesses correctly and keep them reconciled
• →Keep the chart of accounts consistent and well organized as the business evolves

Inventory & Cost of Goods

• →Record food and beverage purchases and support periodic inventory counts with the on-site team
• →Calculate cost of goods sold by venue and flag unusual cost or margin movements
• →Pay close attention to high-value beverage inventory

Month-End Close & Audit Readiness

• →Run a consistent month-end close, including accruals, prepaid expenses, and deferred revenue for deposits received ahead of events
• →Keep supporting documentation organized and easy to trace for every significant entry
• →Prepare schedules and reconciliations for the annual external audit, and respond to auditor questions
• →Work with the Financial Controller to review results and resolve any open items before they carry forward

Reporting & Communication

• →Produce monthly financials by venue and business line
• →Raise discrepancies, missing documentation, or process gaps proactively, without waiting to be asked
• →Set up and maintain a simple workflow with on-site staff for capturing receipts, invoices, and cash records

Payroll Support

• →Prepare and reconcile payroll entries, including gratuity and service charge allocations, in coordination with the Financial Controller

• 4+ years of full-cycle bookkeeping experience
• Direct experience keeping books for a hospitality business: restaurants, bars, hotels, resorts, clubs, or event venues
• Strong hands-on QuickBooks experience, including class or location tracking across multiple venues or business lines
• A track record of high-volume bank, credit card, and merchant reconciliations
• Experience preparing for and supporting an external audit
• Comfort with deferred revenue, accruals, and month-end close procedures
• Excellent written and spoken English
• Ability to overlap with Eastern Time for part of the workday

• QuickBooks ProAdvisor certification
• Experience working with point-of-sale and reservation system data in the books
• Background in events, weddings, or catering accounting
• Exposure to retail, marina, or other mixed-revenue operations
• A degree or coursework in accounting or finance
• Experience with receipt-capture tools such as Dext or Hubdoc
• Prior experience supporting U.S. or Caribbean clients remotely

You are:

• Precise and documentation-minded, the kind of person who knows exactly where every number came from
• Proactive about flagging issues the moment you see them, rather than letting them surface at audit time
• Comfortable owning the books end to end with minimal supervision
• Calm and organized when high season brings a jump in volume
• A clear communicator who can explain a discrepancy in plain language to an owner who isn't an accountant
• Someone who builds simple, repeatable processes and sticks to them