
Guest Operations Specialist
10 hours ago
We're looking for a Guest Operations Specialist for a Property management company client of ours. You'll be responsible for managing guest communications from pre-arrival through post-departure, ensuring five-star service delivery and maintaining operational excellence behind the scenes. This role is key to guest satisfaction, retention, and positive review generation.
Key Responsibilities:
Guest Services & Communication: (Primary Focus)
- Serve as the primary point of contact for guests across phone, email, OTA channels (Airbnb, VRBO), and messaging platforms
- Manage all communications across the entire guest journey: pre-arrival, in-stay, and post-departure
- Resolve complaints quickly and empathetically, protecting both guest satisfaction and company interests
- Proactively handle booking changes, cancellations, and special requests
- Monitor and respond to guest feedback, driving internal improvements in service delivery
- Ensure experiences that lead to positive reviews and repeat bookings
Reservation & Revenue Management:
- Own the full reservation process: confirmations, modifications, cancellations
- Convert inquiries into bookings by following up on leads
- Match guests with ideal properties based on preferences and availability
- Coordinate early check-ins/late check-outs with housekeeping and field teams
Back Office & Operational Support:
- Collaborate with cleaning crews, maintenance teams, and vendors to resolve guest issues
- Share guest communication with relevant departments for resolution
- Maintain accurate records of correspondence, bookings, and guest profiles
- Support basic admin functions: data entry, guest databases, vendor contact updates
- Ordering of supplies/consumables for Chicago units
Mandatory Reporting Requirements:
- You will be responsible for compiling and reporting on the following, on a weekly and monthly basis:
- Number of guest complaints handled
- Summary of complaints categorized into standardized buckets (e.g., cleanliness, check-in issues, noise, etc.)
- Financial impact and resolution summary (refunds, discounts, credits issued)
Required Qualifications: Core Skills & Experience
- Native-level written and verbal English (5/5 on internal assessments)
- 2 years in short-term rental guest services, reservations, or front office/hospitality roles
- High attention to detail and multitasking in fast-paced environments
- Self-motivated and comfortable working remotely with minimal supervision
- Strong problem-solving skills and customer-first mindset
Technical Proficiency:
- Experience with PMS platforms (Guesty preferred, Track, or similar)
- Skilled with booking platforms like Airbnb, VRBO,
- Proficiency in Microsoft Excel and Google Workspace tools
- Ability to quickly learn and adapt to new tools and workflows
Preferred Qualifications:
- Direct experience using Guesty PMS
- Familiarity with vacation rental operations (short-term rentals)
- Exposure to basic financial tasks (e.g., issuing refunds, invoice tracking)
- Social media content creation skills for promotional guest messaging
Availability & Flexibility:
- Must be available for shifts that support guests across multiple time zones (including evenings/weekends/holidays as needed)
- Occasional emergency response outside core working hours may be required
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