Wingman Group PTY LTDActive opening

Short-Term Rental Accountant (with Guesty Experience)

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accountingxeroguestyaccounts payablereconciliationtrust accountingbookkeeping

We are seeking a detail-oriented Short-Term Rentals Accountant Specialist to support the financial operations of a short-term rental (STR) property management portfolio. The successful candidate will manage accounts payable, owner charges, trust-account reconciliations, payments, and Xero-related bookkeeping tasks, with strong working knowledge of Guesty.

Key Responsibilities

  • Process and manage accounts payable, including vendor invoices, cleaning and maintenance bills, utility charges, reimbursements, and supplier payments.

  • Verify invoices against approved work orders, contracts, property records, and supporting documentation before processing payment.

  • Prepare, review, and process owner charges, recurring charges, management fees, and expense allocations in Guesty and Xero.

  • Maintain accurate records of payments due to owners, vendors, and other third parties.

  • Assist with trust-account administration, ensuring owner funds are properly recorded, allocated, and separated from operating funds.

  • Perform regular reconciliation of trust and operating bank accounts, Guesty transactions, Xero records, and supporting documentation.

  • Reconcile reservation income, guest payments, OTA payouts, refunds, adjustments, and disbursements against Guesty and Xero.

  • Investigate and resolve discrepancies, missing transactions, duplicate entries, unallocated payments, and reconciliation variances.

  • Prepare and review owner statements, including rental income, expenses, owner charges, management fees, and net distributions.

  • Process or prepare owner and vendor payments in line with approval procedures and payment schedules.

  • Maintain accurate accounts payable aging, payment records, invoices, receipts, and supporting files.

  • Support month-end close activities, including reconciliations, journal entries, balance-sheet reviews, and financial reporting.

  • Assist with Xero-related tasks, including bill entry, bank-feed reconciliation, expense categorisation, invoice matching, and reporting.

  • Communicate professionally with property managers, owners, vendors, and internal finance stakeholders to resolve accounting queries.

  • Maintain confidentiality and handle trust funds, owner information, and financial records with a high level of accuracy and integrity.

Requirements

  • Proven experience in accounts payable, bookkeeping, property accounting, or trust accounting.

  • Strong hands-on experience with Guesty, particularly accounting, owner charges, owner statements, payments, reconciliations, or trust-account workflows.

  • Experience in short-term rental, vacation rental, or property management accounting is highly preferred.

  • Solid working knowledge of Xero, including bank reconciliations, bills, payments, expense coding, and reporting.

  • Understanding of trust-accounting principles, including separation of owner and operating funds, accurate allocation of transactions, and reconciliation of funds held on behalf of owners.

  • Experience reconciling PMS/accounting data against bank statements and supporting records.

  • Strong attention to detail, with the ability to identify and resolve discrepancies independently.

  • Advanced Excel or Google Sheets skills, including VLOOKUP/XLOOKUP, pivot tables, filters, and reconciliation templates.

  • Excellent written and verbal communication skills.

  • Ability to manage multiple properties, deadlines, and high transaction volumes accurately.

  • Reliable internet connection, quiet workspace, and availability to work during required business hours.

Technical Requirements:

  • Equipment is self-provided

Computer:

  • RAM: 8GB

  • HDDISDD: 512 GB

  • PU/Processor: Intel Core i5 or AMD Ryzen 5 (12th generation or newest)

  • Operating System: Windows 11 Home or Pro

  • Power Backup: Power station, Powerbank, UPS, and etc.

  • Extra Display: Secondary/External Monitor

  • Audio & Video: Noise-Cancelling Headset + Web Cam

  • Internet Speed: 40-50 Mbps minimum bandwidth speed for both Download and Uploads.

Contractor Perks & Rewards:

  • 20 Paid Time Off

  • Referral Bonus - 70 AUD per successful referral to the Wingman platform (paid at 1st month mark with a client contract)

  • Annual Trip - connect with the broader Wingman community in person

  • Dedicated Support Contact (CSM) - someone to help you succeed and stay connected

  • Access to a Network = collaborate with follow contractors and onshore specialists

  • Opportunities to Upskill - optional sessions, peer learning, and developmental pathways

  • More Work, More Opportunity - potential for additional contracts, Statements of Work, or expanded workloads

  • High-Impact Projects - work alongside top-tier Australian partners on meaningful assignments

  • Flexibility First - deliver your work in your way, with full autonomy on how you achieve outcomes

  • Advisory Support - HR, Tax, and setup guidance available to make contracting seamless

  • 100% Work-From-Home Contracts - all engagements designed for remote delivery

Pre-engagement requirements for Independent Contractors:

  • BiR as you are a contractor (Required to submit any contributions required by the government.)

  • NBI or Police Clearance

  • Any Government-issued 10

Note: If you think you have the skills and experience we are looking for but are short on technical requirements, don’t hesitate to reach out to us to discuss the matter.

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Wingman Group PTY LTDShort-Term Rental Accountant (with Guesty Experience)
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