Executive Assistant, Property Management & Short-Term Rental Operations

Job not on LinkedIn

🔥 0 minutes ago

🇨🇦 Canada – Remote

💵 ₱50k / month

⏰ Full Time

🟡 Mid-level

🟠 Senior

👨‍💼 Executive Assistant

👻 Ghost score 0%

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VA Desk

WebsiteLinkedInAll Job Openings

2 - 10 employees

Founded 2025

🤝 B2B

🎯 Recruiter

B2B • Recruitment

VA Desk is a provider of managed, dedicated virtual assistants for modern businesses. They supply AI-enabled virtual assistants who are guided and supported with systems, training, and technical resources to integrate into solo founders' workflows or team-based operations. VA Desk handles recruitment, onboarding, HR support (attendance monitoring, reliability tracking, payroll), and IT support for company-managed equipment, offering scalable, cost-efficient execution support and structured workforce systems for businesses seeking outsourced talent.

📋 Description

• Manage guest communications across Airbnb, VRBO, OwnerRez, and related platforms • Respond to guest inquiries and reservation-related requests • Coordinate check-ins, check-outs, reviews, issue resolution, cleaners, maintenance vendors, contractors, and service providers • Monitor property readiness and day-to-day operational requirements • Update property and listing information • Support revenue management activities and maintain accurate reservation information • Manage and organize email communications, calendars, appointments, and scheduling across multiple businesses • Track priorities, follow-ups, projects, action items, and deadlines • Prepare documents, reports, correspondence, and provide general administrative support • Organize digital files, paperwork, business records, passwords, and access documentation • Support long-term rental administration, tenant screening, and tenant documentation • Coordinate contractor communications and support renovation and new construction projects • Track project activities, timelines, and outstanding tasks • Research potential investment properties and support acquisition-related research • Implement and maintain SOPs using Notion or similar platforms • Document repeatable business and property management processes • Support CRM implementation and workflow automation • Optimize the business technology stack and identify efficiency improvements • Establish organized systems for tracking priorities, property issues, and follow-ups • Provide increasing ownership of property operations and administrative responsibilities as the portfolio grows

🎯 Requirements

• Previous experience as an Executive Assistant, Operations Assistant, Property Management Assistant, Real Estate Virtual Assistant, or similar role • Strong written and spoken English communication skills • Excellent organizational and time management abilities • Strong attention to detail • Ability to manage multiple properties, projects, and priorities simultaneously • Strong problem-solving and critical thinking skills • Comfortable working independently in a remote environment • Proactive approach to identifying and resolving operational issues • Ability to handle confidential business, tenant, and guest information professionally • Reliable internet connection and suitable remote work setup • Required: Google Workspace • Required: Microsoft Office • Required: Google Sheets / Excel • Required: Email and calendar management • Required: Cloud file storage and document organization • Required: Basic internet research • Strong advantage: Airbnb, VRBO, OwnerRez, Notion, property management systems, CRM platforms, workflow automation tools, project management platforms, DocuSign or electronic signature platforms, password management tools, and AI productivity tools such as ChatGPT • Previous short-term rental operations, real estate, or property management experience is a nice-to-have • Experience supporting multiple rental properties is a nice-to-have • Experience coordinating cleaners, contractors, and maintenance vendors is a nice-to-have • Experience with renovation or construction project coordination is a nice-to-have • Experience with tenant screening and long-term rental administration is a nice-to-have • Experience researching real estate investment opportunities is a nice-to-have • SOP creation, process documentation, business systems, and automation experience is a nice-to-have • Basic understanding of revenue management for short-term rentals is a nice-to-have • Highly organized, dependable, proactive, adaptable, resourceful, and process-oriented • Interested in continuously improving workflows, documentation, and operational efficiency

🏖️ Benefits

• Full-time remote work setup • Long-term opportunity • Opportunity to work across short-term rentals, long-term rentals, new construction, and renovation projects • Opportunity to build scalable systems and improve operational efficiency