Senior Hospitality Bookkeeper (Multi-Venue, QuickBooks)

Location / Employment Details

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

About 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.

About the Role

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.

Key Responsibilities

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

Required Qualifications

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

Preferred Qualifications

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

Ideal Candidate Profile

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

Why Join Us

A long-running, well-loved business with a stable remote team that people stay with
Real ownership of the books, with a direct line to the Financial Controller and ownership
A varied, interesting set of operations to account for, from fine dining to events to marine services
Steady, full-time work with a team that values accuracy and follow-through

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