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Wingman Group
Wingman Group
51 – 200 Employees
ConsultingLogisticsMarketing
Wingman Group is an Australia and New Zealand-focused offshore staffing and operational support company. Founded in 2020, it helps businesses build and manage remote teams, primarily of degree-qualified professionals in the Philippines, who support administrative, compliance, back-office, marketing, data, and cybersecurity work. Its services are particularly relevant to real estate, mortgage broking, financial services, buyers agency, and property management firms seeking additional operational capacity. Wingman Group supports the full engagement process, including workflow design, recruitment, training, onboarding, and ongoing account management, with an emphasis on integrating remote staff into existing business operations.
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Short-Term Rental Accountant (Guesty and Xero)

Handle Guesty and Xero bookkeeping, trust account reconciliations, owner charges, and payments for Australian property management partners. Remote role based in the Philippines.

PHPhilippinesRemoteFull-timeMiddleSeniorEnglish RequiredAccountant
Cyber Security

Description

  • Manage accounts payable, from supplier invoices and reimbursements to vendor payments.
  • Check invoices against work orders, contracts, property records, and supporting documents.
  • Enter owner and recurring charges, management fees, and expense allocations in Guesty and Xero.
  • Track amounts payable to owners, vendors, and other third parties.
  • Administer trust accounts, keeping owner funds separate from operating funds.
  • Reconcile trust and operating bank accounts with Guesty transactions, Xero records, and supporting documents.
  • Reconcile reservation income, guest payments, online travel agency payouts, refunds, adjustments, and disbursements.
  • Resolve missing or duplicate transactions, unallocated payments, discrepancies, and reconciliation variances.
  • Prepare and review owner statements and net distributions.
  • Prepare or process owner and vendor payments in line with approval procedures and schedules.
  • Maintain accounts payable aging, payment records, invoices, receipts, and supporting files.
  • Assist with month-end close, reconciliations, journal entries, balance sheet reviews, and financial reporting.
  • Complete Xero bookkeeping, including bill entry, bank feed reconciliation, expense coding, invoice matching, and reporting.
  • Work with property managers, owners, vendors, and finance colleagues to resolve accounting questions.
  • Protect confidential information and maintain accurate records of trust funds, owner details, and financial activity.

Requirements

  • Demonstrated experience in accounts payable, bookkeeping, property accounting, or trust accounting.
  • Practical Guesty experience, especially with accounting, owner charges and statements, payments, reconciliations, or trust account workflows.
  • Short-term rental, vacation rental, or property management accounting experience is strongly preferred.
  • Working knowledge of Xero, including bank reconciliations, bills, payments, expense coding, and reports.
  • Understanding of trust accounting principles.
  • Experience reconciling property management system or accounting data against bank statements and supporting records.
  • Strong attention to detail and ability to investigate discrepancies independently.
  • Advanced Excel or Google Sheets skills, including lookup formulas, pivot tables, filters, and reconciliation templates.
  • Strong written and verbal communication skills.
  • Ability to accurately manage multiple properties, deadlines, and high transaction volumes.
  • Reliable internet connection and a quiet workspace.
  • Availability Monday to Friday, 7 a.m. to 4 p.m. Manila time.
  • Provide your own computer with at least 8 GB RAM, 512 GB HDD or SSD, Intel Core i5 or AMD Ryzen 5 (12th generation or newer), Windows 11 Home or Pro, power backup, external or secondary monitor, noise-cancelling headset, webcam, and internet with at least 40–50 Mbps upload and download speeds.
  • BIR tax registration and contributions as required.
  • NBI or police clearance.
  • Government-issued identification.
  • Submit English proficiency and personality test results.
  • Provide references and authorize a pre-employment background check.
  • Comply with cybersecurity monitoring and IT and security requirements.
  • Enter an independent contractor agreement under Singapore law with Philippines Resources Pte. Ltd.

Benefits

  • 20 days of paid time off.
  • AUD 70 referral bonus for each successful referral to the Wingman platform.
  • Annual trip.
  • Dedicated support contact (CSM).
  • Network for collaboration with fellow contractors and onshore specialists.
  • Optional upskilling sessions, peer learning, and development pathways.
  • Potential for additional contracts, statements of work, or expanded workloads.
  • High-impact projects with Australian partners.
  • Flexible work with autonomy over delivery.
  • Advisory support for HR, tax, and setup guidance.
  • 100% work-from-home contracts.
  • Refundable AUD 200 placement payment, returned after 24 weeks subject to stated conditions.

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