Short-Term Rental Accountant (with Guesty Experience)
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.
Skills
As published by recruitee · 45 questions · 1 written answer
Basics
Full name, Email, CV, Cover letter, Phone
Short answers (13)
- If Yes, please fill-out their name below: optional
- If no, please explain why?
- 1-2mins Self Introduction Video
- For Currently Employed Applicants, what motivated you to apply for this position while still employed?
- If selected, how soon would you be able to transition to this new role?
- If you have held multiple positions in a short timeframe. Can you explain the reasons for changing jobs frequently?
- For Unemployed Applicants, can you explain the reasons for your current unemployment?
- Name
- Relationship
- Email Address
- Contact Number
- Company
- Company Email Address
Pick from a list (24)
- This is a WFH set-up and the shift schedule starts from 7AM to 4PM MNL time, Mondays to Fridays only. Are you able to work these hours?
- Were you referred to us by an existing staff member?
- Would you be open to weekend work if required?
- Wingman has standard IT and security requirements that all team members must follow as part of the onboarding process. Are you comfortable complying with these requirements and maintaining expected productivity standards while working remotely?
- Are you willing to comply with BIR self-registration as part of the pre- employment process?
- Would you agree to a refundable placement payment of AUD 200, which will be deducted from your first cut-off or paid separately if preferred? This supports mutual commitment while Wingman invests in your IT setup, onboarding, and profile preparation. The full amount will be returned after 24 weeks. If you resign earlier, it will be included in your final pay, provided you give at least 30 days’ notice. The amount will be forfeited in cases of termination or resignation without the required notice.
- How many years of work experience do you have in accounting role?
- Have you worked with international clients or teams, particularly from countries like Australia, the United States, or New Zealand?
- If yes, which international clients or teams have you worked with?
- Which areas of Accounting do you have experience in? (Select all that apply):
- Do you know how to do accounts reconciliation?
- Do you know how to make a BAS statement?
- Have you ever been responsible for managing a calendar or scheduling appointments for an executive or team?
- Are you comfortable communicating with clients, vendors, and team members via call, text, email or other communication channels?
- Do you have experience preparing key financial reports such as Profit and Loss statement, Balance Sheets and Cash Flow Statements?
- Do you know what GST is?
- Do you know how to manage and calculate GST obligations, including amounts owed to the ATO and claiming GST credits on business purchases?
- Do you have dual monitor setup for your work?
- Do you have a work from home location that has minimal noise, sufficient space, and can be closed off to others?
- I understand that as part of Wingman’s Cyber Security Program, system monitoring and safety tools will be installed. These tools help ensure that Wingman and its associates remain secure, and also support the generation of accurate timesheet data.
- Are you willing to provide the following pre-employment requirements? - BIR tax - NBI or Police Clearance - Government ID
- Please confirm that you understand your independent contractor agreement/contract will be under Singapore Law and the entity named Philippines Resources Pte. Ltd.
- Please confirm you accept your contract will be sent to you by our Singapore team and you may have to engage with them as well as the Philippines team for contract questions.
- I HEREBY AUTHORIZE Wingman Outsourcing to investigate my background and qualifications for purposes of evaluating whether I am qualified for the position to which I am applying. I consent to the processing of my personal information that are necessary and relevant to evaluate my application. I understand that Wingman Outsourcing may also utilize an outside firm/s to assist it in checking the veracity of information, and I specifically authorize such investigation by outside firms that may be hired by Wingman Outsourcing. I also understand that I may withhold my permission and that in such a case, no investigation will be done, and my application for employment will not be processed.
Written answers (1)
- What software or tools are you proficient in? (e.g., Microsoft Office Suite, Google Workspace, project management tools). Please indicate your level of proficiency (Beginner, Intermediate, Advanced) for each tool listed.
Attachments (7)
- Specs of your device
- Main Internet Speed
- Back-up Internet Speed
- Please attach a picture of your equipment
- If yes, Please attach a picture of your work set-up
- English Proficiency Test Result
- Personality Test Result