Bookkeeper — Short-Term Rental / Property Management
Topkey · United States
- On site
- Full-time
- $70,000 / year
- United States
Job highlights
- Handle daily bookkeeping for rentals.
- Process accounts payable and receivable.
- Assist with month-end closing tasks.
- Maintain owner ledgers and property records.
- Work remotely with growth opportunities.
About the role
About Topkey
Topkey is the leading financial automation platform built specifically for vacation rental managers. Integrating directly into your PMS and accounting software, Topkey provides a single, unified system that automates expenses, bookkeeping, receipts, banking*, corporate cards, AP/bill pay, and more.
Topkey partners with numerous vacation rental property managers to increase profitability by eliminating cash leakage and automating time-consuming financial workflows. As the only expense platform in the property management industry with direct integrations to Visa, American Express, and Mastercard, Topkey delivers unmatched accuracy, flexibility, and confidence over your expenses. See what our customers say about using Topkey at topkey.io/customers.
We’re backed by top-tier investors like Felicis Ventures, Andreessen Horowitz (a16z), and Y Combinator. Topkey is recognized as one of the top emerging vertical startups, and our trajectory is steep. We’re looking for driven individuals to join our team and help shape the future of financial infrastructure in the $110 billion hospitality market.
We’ve been featured in numerous media outlets, including Axios, Wall Street Journal, Fortune, Phocuswire, Short Term Rentalz, and Fintech Global.
About The Role
We're looking for a bookkeeper with short-term rental or property management experience to join the team. You'll handle the day-to-day bookkeeping work that keeps property-level financials clean and accurate, and you'll get close to the accounting workflows we're continuously improving on the product side.
This is a strong fit for someone earlier in their career who knows their way around STR books, wants to sharpen their skills inside a growing fintech company, and is curious about how modern accounting tools are built.
What You’ll Do
- Categorize transactions, reconcile accounts, and keep the books current on a rolling basis
- Process accounts payable and receivable
- Assist with month-end close tasks, including reviewing ledgers and flagging anomalies
- Maintain owner ledgers and property-level records
- Help prepare owner statements and supporting reports
- Handle data entry, documentation, and file organization with care
- Flag recurring issues or friction points so we can address them at the workflow level
- Partner with senior accounting team members on cleanup and onboarding projects
Qualifications
- 1-3 years of bookkeeping experience, with exposure to short-term rental, vacation rental, or property management bookkeeping
- Comfortable in QuickBooks Online
- Some exposure to a PMS (Guesty, Track, Hostaway, Streamline, OwnerRez, Rentvine, Hostfully, or similar) preferred
- Solid Excel skills
- Detail-oriented, organized, and responsive
- Willing to ask questions and learn on the fly
- Fluent English (B2+)
- Availability during U.S. business hours
- Works as an independent contractor
Benefits
- Competitive pay based on experience
- Remote
- Paid time off
- Meaningful growth path alongside senior accountants and a technical team building the next generation of property management financial tools
How To Apply
In your application, include 2-3 sentences describing any STR or vacation rental bookkeeping you've done and which PMS platforms you've worked with. Applications without directly relevant experience will not be prioritized.
Topkey is a financial technology company and is not an FDIC-insured bank. Banking services provided by Thread Bank, Member FDIC.
Key skills/competency
- Bookkeeping
- Short-term Rental
- Property Management
- QuickBooks Online
- Accounts Payable
- Accounts Receivable
- Reconciliation
- Excel
- Financial Reporting
- Data Entry
Skills & topics
- Bookkeeper
- Short Term Rental
- Property Management
- Bookkeeping
- QuickBooks Online
- Accounts Payable
- Accounts Receivable
- Reconciliation
- Excel
- Financial Reporting
- Data Entry
- Remote
- Fintech
- Independent Contractor
How to get hired
- Tailor your resume: Highlight your 1-3 years of bookkeeping experience, specifically in short-term rental or property management. Emphasize your familiarity with QuickBooks Online and any relevant PMS platforms like Guesty or Hostaway.
- Craft a compelling application: Directly address the 'How To Apply' section by including 2-3 sentences detailing your STR bookkeeping experience and PMS platform usage. This is critical for prioritization.
- Showcase your skills: Be prepared to discuss your attention to detail, organizational abilities, and responsiveness during interviews. Provide examples of how you've handled data entry, documentation, and file organization with care.
- Demonstrate eagerness to learn: Highlight your willingness to ask questions and learn on the fly, showcasing your curiosity about modern accounting tools and your potential for growth within a fintech environment.
- Confirm availability: Ensure you can work during U.S. business hours as this is a requirement for this remote, independent contractor role.
Technical preparation
Behavioral questions
Frequently asked questions
- What is Topkey and what do they do?
- Topkey is a financial automation platform designed for vacation rental managers. They help automate expenses, bookkeeping, receipts, banking, and bill pay by integrating with property management software (PMS) and accounting software. Their goal is to increase profitability for property managers by reducing cash leakage and streamlining financial workflows.
- What specific bookkeeping experience is Topkey looking for in a Bookkeeper?
- Topkey is seeking a bookkeeper with 1-3 years of experience, specifically with exposure to short-term rental, vacation rental, or property management bookkeeping. This hands-on experience is crucial for the role.
- What accounting software and PMS platforms are relevant for this Bookkeeper role?
- For this Bookkeeper role at Topkey, proficiency in QuickBooks Online is essential. Experience with Property Management Systems (PMS) such as Guesty, Track, Hostaway, Streamline, OwnerRez, Rentvine, or Hostfully is preferred.
- Is this a remote position for the Bookkeeper role at Topkey?
- Yes, the Bookkeeper position at Topkey is a remote role. Candidates are expected to be available during U.S. business hours.
- What are the key responsibilities for a Bookkeeper at Topkey?
- As a Bookkeeper at Topkey, you will categorize transactions, reconcile accounts, process accounts payable and receivable, assist with month-end close, maintain owner ledgers, prepare owner statements, and handle data entry and file organization. You'll also flag issues for workflow improvement.
- What qualities are important for a candidate applying for the Bookkeeper position?
- Topkey values candidates who are detail-oriented, organized, and responsive. They also look for individuals who are willing to ask questions and learn quickly, especially those earlier in their careers who are eager to grow within a fintech company.
- What does 'independent contractor' mean for this Bookkeeper role?
- Working as an independent contractor means you will be engaged on a contract basis rather than being a direct employee of Topkey. You will be responsible for your own taxes and benefits, and the 'Benefits' section likely outlines what Topkey offers contract workers.
- How important is the application specific instruction for the Bookkeeper role?
- The application instruction is extremely important. Topkey explicitly states that applications without directly relevant experience, detailed in 2-3 sentences about STR bookkeeping and PMS platforms, will not be prioritized. Make sure to follow these instructions carefully.