Guest & Operations Associate

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TYPE OF WORK

Full Time

SALARY

$750/month

HOURS PER WEEK

48

DATE UPDATED

May 20, 2026

JOB OVERVIEW

WAYPOINT STAYS
Remote Hospitality Operations Manager (Full-Time / Long-Term)

Waypoint Stays is a growing boutique short-term rental management company managing vacation rentals in the Smoky Mountains and Mississippi markets. We are looking for a highly proactive, hospitality-focused Operations Manager to help oversee daily guest operations, property coordination, and overall hospitality experience.

This is NOT a simple virtual assistant role. We are looking for someone who thinks ahead, notices problems before management has to, communicates quickly and warmly, takes ownership, and thrives in fast-paced hospitality operations.

CORE RESPONSIBILITIES

• Monitor Airbnb, VRBO, ---------- , and direct booking reservations
• Review guest reservations for red flags, suspicious activity, incomplete registrations, poor reviews, age requirements, and rule violations
• Ensure all reservations receive proper communication and onboarding messages
• Monitor and respond to guest communications quickly and professionally
• Assist guests with check-in issues, smart locks, and property questions
• Learn each property thoroughly to confidently answer guest questions
• Monitor Ring cameras and smart locks for operational/security and house-rule compliance when needed
• Coordinate with cleaners, maintenance, and vendors
• Review cleaner photos and ensure properties are guest-ready before arrivals
• Handle guest concerns and help turn negative experiences into positive ones
• Assist with damage claims, resolutions, reviews, and operational follow-through
• Help identify operational problems before management has to notice them
• Support onboarding and setup of new properties as the company grows

SYSTEMS WE USE

• OwnerRez
• Airbnb
• VRBO
----------
• HostBuddy
• Happy Guest
• Turno
• Ring Cameras
• Schlage
• Notion
• Google Workspace

Strong preference will be given to candidates with prior Airbnb and OwnerRez experience.

RESULTS / PERFORMANCE EXPECTATIONS

• Help maintain an overall guest review rating of 4.9 stars or higher
• Maintain 100% response rate to guest inquiries and operational messages
• Maintain guest response times of 5 minutes or less during scheduled shifts whenever possible
• Ensure no reservations or guest communications are missed
• Ensure properties are guest-ready prior to arrivals
• Maintain strong operational organization and follow-through
• Ensure maintenance and operational issues are tracked through completion
• Help identify and address operational problems proactively

REQUIREMENTS

• Prior hospitality, guest communication, or short-term rental experience strongly preferred
• Very strong written and spoken English
• Extreme attention to detail
• Outstanding customer service and hospitality mindset
• Strong problem-solving and critical-thinking ability
• Ability to multitask in a fast-paced environment
• Ability to stay highly responsive and engaged during scheduled shifts
• Ability to work independently without constant supervision
• Reliable high-speed internet
• Backup internet and power preferred
• Ability to work weekends
• Ability to work overnight Philippines hours (daytime U.S. coverage)

TO APPLY

Please email the following to ----------

1. Resume

2. Short introduction video Record a Video:
Record a 2-3 minute video answering the following questions:
Introduce Yourself: Tell us a bit about yourself and explain why you applied for this job.
Prior Experience: Describe your prior experience with Airbnb and the hospitality industry.
Goals and Passions: Share your goals and what you are passionate about.
Ensure the video is accessible (e.g., unlisted YouTube link, Google Drive link with appropriate sharing settings).

3. Internet speed test screenshot

4. Your availability and preferred schedule

5. Experience with OwnerRez, Airbnb, or other short-term rental software

Attention to detail matters greatly in this role. To help us identify applicants who carefully read instructions, please include the word “Bubblegum” somewhere in the subject line of your email application.

We are specifically looking for someone who takes initiative and thinks ahead. We value ownership, communication, urgency, hospitality, and follow-through more than simply completing assigned tasks.

COMPENSATION

Starting pay: $750/month USD

This role has strong long-term growth potential. Compensation will increase over time based on performance, reliability, operational ownership, initiative, responsiveness, and overall contribution to the company.

We are looking for someone who wants to grow long-term with the business and take on increasing levels of responsibility as trust and operational leadership develop.

SKILL REQUIREMENT
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