Personal Executive Assistant (with short-term rental experience)

We are looking for a highly organized and proactive Personal Executive Assistant with hands-on experience managing or supporting short-term rental properties (Airbnb, VRBO, etc.). This role combines administrative support for the executive with operational oversight of short-term rental properties, ensuring both business and personal priorities are met efficiently. The ideal candidate is detail-oriented, tech-savvy, and capable of juggling calendars, travel, property management tasks, and guest communications with professionalism and discretion.

Key Responsibilities:

• Manage the executive’s daily calendar, appointments, emails, and travel arrangements
• Screen calls, respond to inquiries, and prioritize tasks for the executive
• Oversee day-to-day operations of short-term rental properties, ensuring smooth check-ins/outs and guest satisfaction
• Handle guest communications, resolve issues, and manage booking platforms (e.g., Airbnb, VRBO, Booking.com)
• Coordinate cleaning crews, maintenance vendors, and supplies for the rental properties
• Monitor and optimize listings, pricing, and occupancy rates on various platforms
• Track income, expenses, and prepare basic financial or occupancy reports for the properties
• Assist in research, document preparation, and project management for business or personal initiatives

• Proven experience as an Executive or Personal Assistant, with at least 1–2 years in short-term rental operations
• Strong knowledge of short-term rental platforms and property management best practices
• Experience in listing online
• Strong written and verbal communication abilities
• Proficient in Microsoft Office, Google Workspace, and property management or booking software
• Ability to work independently, anticipate needs, and solve problems under pressure
• High level of discretion and professionalism