REMOTE | Guest Experience & Reservations Manager
(Guesty PMS Power User Required)
Must currently work in the short term rental industry.
Company: Boutique Luxury Hospitality & Travel Brand
Location: Remote (U.S.-Based Preferred)
Schedule: ThursdayโMonday | 10amโ7pm Central
40โ45 Hours Weekly | 1 Hour Lunch
Compensation: $60,000โ$95,000+
Includes:
โข $45K Base Salary
โข 5% Net Commission Pool Paid Monthly
โข $250 New Property Acquisition Bonus
About the Opportunity
We are a fast-growing luxury hospitality and travel brand focused on delivering high-touch guest experiences, premium vacation rentals, and curated travel services across multiple markets.
We are looking for someone who understands both luxury guest communication and the operational side of scaling a modern short term rental company.
This is not a basic customer service role.
You will help manage the full guest experience while also helping refine systems, workflows, automation, and operational processes as the company expands.
What Youโll Be Responsible For:
Guest Experience & Reservations
โข Manage guest communication from inquiry through post-stay
โข Handle reservations, modifications, escalations, and guest recovery
โข Maintain a polished, proactive, luxury-level communication style
โข Coordinate with operations, maintenance, housekeeping, and vendors
โข Support occupancy and revenue goals through strong reservation management
Systems & Operations
โข Work inside Guesty and Breezeway daily
โข Help refine operational systems and workflows
โข Assist with onboarding and setup of new properties
โข Identify inefficiencies and help create scalable solutions
โข Support listing quality, messaging consistency, and brand standards
Who You Are:
STR Industry Experienced
You currently work full-time in short term rentals and understand the pace, complexity, and guest expectations of the industry.
Tech Comfortable
You are already experienced with Guesty Property Management Software and operational platforms like Breezeway, Hospitable, Hostaway, OwnerRez, or similar systems.
Independent Problem Solver
You do not need constant oversight or step-by-step instructions. You take ownership and solve problems quickly.
Strong Communicator
You can communicate professionally under pressure while maintaining warmth, clarity, and brand tone.
Compensation & Benefits
โข Base salary plus performance incentives
โข Health insurance stipend and Commission Pool after 30 days
โข Paid time off - Accrued 2 weeks
โข Company-provided technology
โข Opportunity for travel to portfolio markets
โข Growth opportunity within an expanding luxury travel platform
This Role Is NOT a Fit If
โข You prefer highly repetitive or heavily structured environments
โข You need daily micromanagement
โข You are still learning Guesty basics
โข Fast-paced operational environments overwhelm you
โข You struggle making decisions independently
Why Join Us
We are building a modern hospitality and travel brand focused on experience, operational excellence, and long-term growth.
This role offers significant autonomy, direct impact on company growth, and the opportunity to help shape systems and operations as the brand expands into new markets.