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Executive Assistant & STR Operations Coordinator

7 - 8 $ per hour
Part-time

InsideOut

? Exciting Remote Opportunity! We're Hiring an Executive Assistant & STR Operations Coordinator! ?

Are you a proactive, hyper-organized, and tech-forward hospitality professional? We are looking for an exceptional Executive Assistant & STR Operations Coordinator to support a growing, founder-led hospitality and vacation rental company!

? IMPORTANT - Watch this quick Loom video on how to get hired: ?

?️ C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift.

?️ PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH.

? Job Details at a Glance

  • Job Title: Executive Assistant & STR Operations Coordinator
  • 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

? About the Client

The client is a growing, founder-led hospitality company managing an established vacation rental portfolio while expanding into hospitality, real estate, and coaching initiatives. The company focuses on intentional care, seamless service, and thoughtful guest experiences.

? About the Role

We are seeking a proactive, hyper-organized, and tech-forward Executive Assistant & STR Operations Coordinator 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.

⚠️ PLEASE NOTE: 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

? 1. 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.

? 2. 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.

? 3. 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.

? 4. 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 & Skills

  • STR/Hospitality Experience: Direct experience supporting short-term rentals or hospitality operations (2-4 years preferred).
  • Platform Knowledge: Hands-on Airbnb and/or Vrbo experience; OwnerRez is a strong plus.
  • AI & Technology: Comfortable using ChatGPT, Claude, and workflow automation tools.
  • Communication: Excellent written and spoken English.
  • Proactive Mindset: Anticipates needs and takes initiative without waiting for instructions.
  • Attention to Detail: Highly organized with strong follow-through.
  • Problem Solving: Solution-oriented and able to provide recommendations.
  • Judgment: Able to prioritize calmly in a fast-moving environment.
  • Learning Agility: 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.

? Submit your application today and take the first step toward your next great opportunity!

? LATAM Candidates: Don't forget to join our exclusive Facebook community for more updates and remote opportunities specifically tailored for LATAM candidates: ? Join our LATAM-Only Facebook Group Here!

Vacancy posted 15 hours ago
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