Remote executive assistant supporting a Canadian real estate portfolio and short-term rentals. Managing guests, vendors, property records, systems, and administrative workflows.
Responsibilities
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
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