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: Thursday–Monday | 10am–7pm Central
40–45 Hours Weekly | 1 Hour Lunch
Compensation: $60,000–$95,000+
Includes:
• $45K Base Salary
• 5% Net Commission Pool Paid Monthly
• $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 You’ll Be Responsible For:
Guest Experience & Reservations
• Manage guest communication from inquiry through post-stay
• Handle reservations, modifications, escalations, and guest recovery
• Maintain a polished, proactive, luxury-level communication style
• Coordinate with operations, maintenance, housekeeping, and vendors
• Support occupancy and revenue goals through strong reservation management
Systems & Operations
• Work inside Guesty and Breezeway daily
• Help refine operational systems and workflows
• Assist with onboarding and setup of new properties
• Identify inefficiencies and help create scalable solutions
• 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
• Base salary plus performance incentives
• Health insurance stipend and Commission Pool after 30 days
• Paid time off - Accrued 2 weeks
• Company-provided technology
• Opportunity for travel to portfolio markets
• Growth opportunity within an expanding luxury travel platform
This Role Is NOT a Fit If
• You prefer highly repetitive or heavily structured environments
• You need daily micromanagement
• You are still learning Guesty basics
• Fast-paced operational environments overwhelm you
• 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.