Job Description

URGENT: Real Estate & Short-Term Rental Bookkeeper (experience in US bookkeeping is required)

Application Deadline: 7 November 2026

Department: Operations

Employment Type: Full Time

Location: Toronto

Compensation: $5.00 - $7.00 / hour

Description

• Review and categorize all banking and credit card transactions weekly in QuickBooks Online.
• Allocate every income and expense transaction to the correct rental property.
• Review Turno to identify cleaning services and allocate cleaning expenses to the appropriate properties.
• Review Amazon orders and purchase histories to determine which property each purchase belongs to.
• Review Airbnb, Booking.com, Hospitable, VRBO, and direct bookings to properly assign rental income to each property.
• Track platform fees, refunds, cancellations, cleaning fees, and other booking-related adjustments.
• Properly classify repairs, maintenance, utilities, supplies, insurance, property taxes, mortgage interest, and other operating expenses.
• Identify transactions that require clarification and proactively request additional information.
• Maintain consistent expense categories across all properties.
• Prepare and deliver weekly financial reports showing the performance of each individual property and the overall real estate portfolio. Reports should include:
• Rental revenue by property.
• Operating expenses by property.
• Net operating income by property.
• Cleaning, maintenance, and supply expenses.
• Month-to-date and year-to-date income and expenses.
• Overall portfolio revenue and profitability.
• Unusual expenses, missing transactions, or discrepancies requiring attention.
• Comparison of current financial performance against previous periods.
• Reports must be accurate, easy to understand, and delivered on a consistent weekly schedule.
• Collect and organize receipts for all business expenses.
• Match receipts to the corresponding transactions in QuickBooks Online.
• Assign each receipt to the correct property.
• Retrieve receipts from Amazon, email, vendor portals, and other available sources.
• Maintain an organized digital filing system for invoices, receipts, statements, and other financial documents.
• Identify and follow up on missing receipts.
• Ensure financial documentation is organized for year-end accounting and tax preparation.
• Reconcile all bank accounts and credit cards monthly.
• Review transactions to ensure income and expenses are correctly allocated.
• Complete monthly financial closeout procedures.
• Prepare monthly profit and loss statements for each property and the overall company.
• Prepare balance sheet and cash flow reports as needed.
• Perform quarterly financial reviews and reconciliations.
• Identify duplicate transactions, incorrect classifications, and missing expenses.
• Assist with year-end closing procedures.
• Coordinate with our CPA or tax professional to provide accurate financial records and supporting documentation.
• Maintain accurate records of loans, mortgage payments, principal reductions, and interest expenses.
• Record purchases of new real estate properties in QuickBooks Online.
• Properly record property purchase prices, closing costs, loan balances, and initial capital contributions.
• Maintain separate accounting records for each investment property.
• Track capital improvements and distinguish them from ordinary operating expenses.
• Record property sales, including closing costs, mortgage payoffs, and related transactions.
• Maintain accurate fixed asset and depreciation records based on CPA guidance.
• Assist with financial documentation for refinancing, property acquisitions, and sales.
• Coordinate with our CPA to ensure purchases, sales, and asset transactions are properly recorded.
• Maintain an organized and accurate QuickBooks Online accounting system.
• Ensure each property is properly tracked using the appropriate property-level accounting structure.
• Create and maintain consistent expense categories and reporting procedures.
• Identify opportunities to automate recurring bookkeeping tasks.
• Develop written standard operating procedures (SOPs) for routine accounting responsibilities.
• Recommend improvements to bookkeeping workflows and reporting accuracy.
• Proactively identify financial discrepancies before they become larger problems.

Performance Expectations

• Keep all transactions categorized and assigned to the correct property every week.
• Deliver accurate weekly property-level and company-wide financial reports.
• Ensure all receipts are collected, organized, and matched to transactions.
• Complete monthly reconciliations and financial closeouts by agreed-upon deadlines.
• Maintain accurate records of all real estate purchases, sales, loans, and capital improvements.
• Proactively communicate financial discrepancies or missing information.
• Continuously improve the efficiency and accuracy of our bookkeeping systems.

Hard Requirements

• Minimum 3 years of bookkeeping or accounting experience.
• Strong proficiency with QuickBooks Online.
• Experience bookkeeping for real estate investments, property management companies, or short-term rental businesses.
• Understanding of Airbnb, VRBO, Booking.com, and other short-term rental revenue and payout structures.
• Experience with bank and credit card reconciliations.
• Ability to prepare property-level profit and loss statements.
• Understanding of real estate acquisitions, property sales, mortgage accounting, and fixed assets.
• Strong Microsoft Excel or Google Sheets skills.
• Excellent organizational skills and attention to detail.
• Ability to work independently and meet reporting deadlines.
• Strong written and verbal English communication skills.
• Ability to maintain confidentiality of financial information.

Schedule

• 40 hours per week
• Monday to Friday
• 9AM - 5PM Pacific Standard Time Zone

Offer and Benefits

• Weeks 1–6: $5 USD/hour
• Weeks 7-12: $6 USD/hour
• Weeks 13 onwards: $7 USD/hour