Operational Bookkeeper

Commitment to Excellence: Continuously raising the bar and setting new standards in guest communications and service delivery. 
Exceptional Collaboration: Thriving in a fast-paced, high-performance environment built on clear communication and teamwork. 
Unified Purpose: Aligning behind a shared mission to drive success with an intense focus. One shared consciousness. 
Data-Driven Decision-Making: Prioritizing data and results over emotions when making objective, professional decisions. 
Emphasis on Details: Details matter at every level. Leaders are expected to have a deep understanding of the specifics and adopt a hands-on management style.

Our company embraces a management style inspired by the ideals of "founder mode," as championed by Airbnb’s Brian Chesky. This means a hands-on, visionary approach to leadership, with a relentless focus on innovation, product excellence, and customer-centric decision-making. We encourage proactive problem-solving, direct involvement in key initiatives, and a collaborative, high-performance culture.

To learn more about the "founder mode" philosophy and how it shapes our operations, you can explore this link. Understanding this mindset will provide valuable context for how we operate and what we value in our team members. 

We are seeking a detail-oriented and experienced Operational Bookkeeper to join our team. As an Operational Bookkeeper, you will play a crucial role in managing financial transactions, ensuring accurate record-keeping, and supporting the overall operational efficiency of our lodging and vacation rental business. The ideal candidate will have a strong background in bookkeeping, excellent organizational skills, and the ability to manage intercompany transactions between subsidiary companies.

1. →Financial Transactions:

• Ensure the accuracy and timeliness of weekly AR aging and collection status reports.
• Maintenance of customer billing information maintenance to ensure that all sales are billed to the proper entity in a timely manner.
  • Ensure bills are accurate, send to customers and collection follow-ups are done in a timely manner.
  • Respond to all inquiries from guests or credit card companies promptly (same day if possible) and professionally.

• Create new vendor records, maintaining and updating vendor records, analyzing credit terms, ensuring all suppliers have current W-9’s and certificates of insurance.
• Invoice processing through and in accordance with the property’s Accounts Payable system. Ensuring the correct account codes and approval were completed by the various department heads. Reviewing invoices against use tax and if applicable, purchase orders. Batching approved invoices for transfer to the Netsuite General Ledger system.
• Maintain the Accounts Payable Aging report, ensuring timely payment of outstanding balances, prepare and process checks, ACH, and wire transfers.
• Reconcile vendor statements monthly to ensure all invoices have been received and processed, including communicating with vendors to resolve any discrepancies promptly.
• Assist with month-end closing (i.e., accruals and reconciliations) as may be deemed necessary for financial reporting.
  • Support audits by providing necessary documentation.
  • Reconcile bank accounts of assigned subsidiary companies.
  • Process and file applicable sales tax returns.
  • Annual 1042 and 1099 (if applicable) preparation and submission.
  • Maintain confidentiality of all proprietary accounting and membership information.
  • Collaborate with internal departments to streamline processes and ensure accuracy.

• Work closely with property managers, reservationists, and other operational teams to gather financial data and ensure consistency in
• Providefinancial insights to support operational decision-

• Manage vendor and contractor payments, ensuring timely and accurate 
• Maintain positive relationships with vendors and negotiate favorable terms when
• Provide cross-department collaboration and overall logistical support clear communication, organization, and critical thinking
• Aid infixing any billing or payment issues that arise with 
• Assist in processing month-end financial 

• Ensurecompliance with accounting principles, industry regulations, and internal 
• Maintain organized and complete financial documentation for audits or 

• Utilize accounting software and property management systems to streamline financial
• Collaborate with IT or system administrators to optimize software 

What We’re Looking For:

• Excellent written and verbal English skills. No  This position will be communicating via all media. 5 of 5 on our assessments
• Proven experience as a bookkeeper, preferably in the vacation rental or hospitality industry
• Proficiency in the use of Excel and working knowledge of Netsuite or other accounting 
• Strong understanding of financial principles and 
• Excellent organizational and multitasking skills
• Attention to detail and accuracy in financial record-
• Effective communication skills for collaboration with cross-functional teams
• Problem solving
• Ability to work 
• Critical thinker
• Tech Savvy - Can learn technology and software

• Hospitality industry experience
• Common knowledge of the VR/STR industry

• Internet speed minimum 30mbps: Needs to be Wired (Buy a dongle if no LAN port)
• i5 11th Gen or higher
• Windows 11 / MacOS Catalina or higher
• Minimum of 8 GB RAM
• Private and quiet dedicated home office area (no roosters, dogs, children's noises in the background)
• Back-ups in case of power or internet provider interruptions
• Good headset and webcam (preferably noise-canceling headset)

• Competitive Salary — We offer a competitive salary that reflects the candidate’s experience, skills, and responsibilities.
• Remote Work — This role is 100% remote, allowing flexibility and eliminating daily commute.
• Paid Time Off — Standard leave entitlements (vacation, sick leave, vacation leave) for rest and well-being.
• HMO Coverage — Company-provided HMO plan, offering access to medical services via accredited hospitals and clinics under a Health Maintenance Organization. This helps ensure employees have access to routine checkups, consultations, and coverage for medical care.