Vacation Rental/Timeshare Forensic Audit Manager (Accounting Specialist)

Job Overview
We are seeking a highly analytical and experienced Forensic Audit Manager to lead a detailed audit and reconciliation process for a portfolio of two luxury vacation rental timeshare villas. These properties follow a complex ownership structure, with 10 individual owners per villa, each entitled to 5 weeks annually.

This role is not limited to income and expense reviews. It requires deep expertise in multi-party accounting, timeshare/fractional ownership, and cross-currency reconciliation. Our company manages the rentals and operations, and credits each owner with their share of income—but this involves multi-party tracking, cross-currency conversion, and detailed auditing of income, expenses, and usage. There are many gaps that must be filled through manual tracking and audit. If you’re great with spreadsheets, organized, and love financial “detective work,” this is for you. You’ll work closely with the VP of Finance and review financial flows between the U.S. and Caribbean (Eastern Caribbean Dollar-based) systems to build a reliable and traceable financial picture.

Key Responsibilities
Conduct a comprehensive forensic audit of a multi-villa vacation rental operation, reconciling owner usage, rental income, and operational expenses.
Allocate rental income credits to each unit owner based on booked weeks and ensure they are properly recorded—these credits are considered liabilities to our U.S.-based management company (Windswept).
Reconcile incoming rental funds (e.g., Airbnb, VRBO) with internal credit allocations, while ensuring accurate payment flow to the local property manager.
Audit and maintain records of owner contributions vs. operating costs, especially for the primary owner who holds multiple shares across several villas.
Build and recommend a Chart of Accounts that supports both rental income tracking and expense allocation per owner.
Identify and list delinquent accounts, flag accounts deemed unrecoverable, and recommend follow-up or write-off strategies.
Review and reconcile the QuickBooks reports provided by the local property manager, who operates independently and records expenses in EC$. These books exclude rental income and do not fully capture our true cost basis—your job is to fill in those gaps.
Convert EC$ to USD where appropriate, and build unified reports showing all fund movement, ownership credits, and real liabilities.
Create a clear audit trail for all funds sent to the property manager, identifying how those funds were applied (e.g., HOA dues, maintenance, taxes).
Create a full audit trail of what was earned, what was paid, and what is owed
Spot discrepancies, missing data, or irregularities—and suggest practical solutions for correcting and preventing them.
Help design improved reporting tools or systems to support future audits, monthly reconciliation, and clearer owner reporting.
Help us build a clear reporting system to use going forward



Requirements
Must be available for occasional Zoom check-ins
Minimum 5 years of accounting, auditing, or financial forensic experience, with preference for those in vacation rentals, property management, or timeshares.
Experience managing multi-owner ledgers or fractional ownership structures is a strong plus.
Familiarity with QuickBooks, Xero, and rental platforms like Airbnb, VRBO, etc.
Advanced Excel proficiency required (pivot tables, lookups, complex formulas).
Comfortable working with multiple currencies (USD + foreign exchange).
Very organized and capable of handling multi-owner financial records.
Proven experience reconciling across multiple currencies—specifically USD and EC$, with understanding of FX implications.
Strong written communication skills—must be able to clearly present findings in spreadsheets and narrative reports.
Meticulous attention to detail and a proactive mindset—this role requires following complicated trails and connecting financial dots.
Problem-solver who likes to “dig in” and make sense of messy or unclear records
Must be comfortable working directly with senior financial leadership to reconstruct and clarify unclear historic records.
Growth Opportunity
If successful, this role can grow into a long-term position managing ongoing reconciliations, owner billing, and potentially overseeing additional villas as the portfolio expands. There is opportunity for both increased scope for the right candidate.

Why This Role Is Exciting:
Remote, flexible hours – but must be reliable and responsive
Long-term potential – we plan to expand to more properties
You’ll work directly with leadership and be trusted with high-impact work

Bonus Points If You Have:
Experience in timeshare, vacation rental, or property management
Worked with fractional ownership or co-owned properties
Familiarity with Caribbean accounting or currency exchange

To Apply:
Submit your resume and include a short cover letter telling us why you're the right fit
Share an example of a complex financial reconciliation you’ve handled