[Hiring] Short-Term Rental Property Manager @Inside Out Hiring

Role Description

We are seeking a proactive, hyper-organized, and tech-forward Short-Term Rental Property Manager with 2–4 years of hospitality or virtual assistant experience. You will support short-term rental operations, executive administration, guest communication, and business workflows while helping the founder streamline operations and grow the business.

This is a proactive, high-ownership role. The ideal candidate should have direct short-term rental/hospitality experience and be able to anticipate needs rather than wait for instructions.

Key Responsibilities

• STR & Hospitality Operations:
  • Monitor guest messaging and handle escalations across Airbnb, Vrbo, and OwnerRez.
  • Coordinate cleaners, maintenance teams, contractors, and local vendors.
  • Track property issues, logs, supplies, and replenishment needs.
  • Provide warm, professional, and timely guest support.
• Executive & Operations Support:
  • Manage inboxes, calendars, meeting preparation, CRM updates, files, and follow-ups.
  • Execute the weekly "Monday Reset" and summarize key priorities.
  • Create and improve SOPs and recurring workflows.
  • Assist with market research, property data, and owner presentation decks.
• Social Media & Administrative Workflows:
  • Schedule and publish social media content using provided materials.
  • Assist with basic email marketing for guest retention and direct bookings.
  • Maintain accurate CRM, property, and lead records.
• Technology & AI:
  • Use ChatGPT, Claude, and other AI tools to improve efficiency and communication.
  • Learn new platforms, automations, and operational tools as the business grows.

Qualifications

• Direct experience supporting short-term rentals or hospitality operations (2-4 years preferred).
• Hands-on Airbnb and/or Vrbo experience; OwnerRez is a strong plus.
• Comfortable using ChatGPT, Claude, and workflow automation tools.
• Excellent written and spoken English.
• Anticipates needs and takes initiative without waiting for instructions.
• Highly organized with strong follow-through.
• Solution-oriented and able to provide recommendations.
• Able to prioritize calmly in a fast-moving environment.
• Adaptable, resourceful, and eager to grow into a trusted right-hand partner.

First 90-Day Trajectory

• Days 1–30 – Learn & Shadow: Learn the properties, systems, people, workflows, and priorities.
• Days 31–60 – Begin to Own: Take ownership of recurring workflows, guest escalations, Monday preparation, follow-ups, and documentation.
• Days 61–90+ – Own & Anticipate: Independently manage assigned areas, improve workflows, anticipate needs, and create operational capacity for the founder.

Job Details at a Glance

• Job Title: Short-Term Rental Property Manager
• Job ID: JULKYL1
• Industry: Hospitality Management
• Location: PH (Philippines)
• Job Status: Part-Time (20 hrs/week)
• Work Schedule:
  • First 90 days: Strategic overlap Monday–Friday, 10:00 AM–6:00 PM ET for training and shadowing. Exact hours will be agreed upon with the selected candidate.
  • After 90 days: Flexible 20 hrs/week, ideally including Sunday checkout coverage, Monday morning preparation, and evening overlap Thursday–Saturday.
• Salary: $7–$8 per hour
• Target Start Date: ASAP