Guest Services Supervisor

Guest Services Supervisor (Nearshore Virtual Assistant) Position Summary The Guest Services Supervisor serves as the escalation point for complex guest situations and supports the Guest Services team in delivering exceptional hospitality. This role handles difficult guest interactions, phone support, compensation decisions within established guidelines, and assists with training and quality assurance. The position acts as a bridge between Guest Services Agents, Property Managers, Maintenance Coordinators, and leadership. Compensation Full-time English fluency required (written and verbal) Strong phone communication skills required Prior hospitality, hotel, Airbnb, call center leadership, or customer service management experience preferred Core Responsibilities Guest Escalations Take ownership of escalated guest concerns from Guest Services Agents Handle difficult conversations involving complaints, refunds, compensation requests, and service failures Communicate with empathy while protecting company policies and owner interests Resolve issues quickly to improve guest satisfaction and minimize negative reviews Phone Support Answer inbound guest calls during assigned shifts Assist agents with live phone escalations Make outbound calls to guests when situations require personal attention Coordinate directly with guests during emergencies and urgent maintenance situations Team Support Provide coaching and guidance to Guest Services Agents Assist with training new team members Review guest communications for quality and consistency Help maintain response time and service level goals Operational Coordination Coordinate with Maintenance Coordinators, Housekeeping, and Property Managers during active guest issues Monitor high-priority reservations and ongoing service recovery situations Ensure all communication and actions are properly documented in Hostaway, Breezeway, and Slack Service Recovery Determine appropriate compensation based on company guidelines Create recovery plans for guests experiencing service disruptions Follow up to ensure issues are fully resolved Work proactively to prevent negative reviews and chargebacks Qualifications Required Excellent spoken and written English Professional phone presence with minimal accent Minimum 3 years of customer service experience Experience handling upset customers Strong problem-solving and conflict resolution skills Ability to remain calm under pressure Reliable internet and quiet workspace Preferred Airbnb, hotel, vacation rental, or hospitality experience Previous supervisory or team lead experience Experience with Hostaway, Airbnb, VRBO, or similar platforms Experience managing customer compensation and dispute resolution Key Performance Indicators (KPIs) Guest satisfaction scores Escalation resolution rate Average resolution time Review recovery success rate Phone answer rate Quality assurance scores Team coaching and training effectiveness Ideal Candidate This is not a typical customer service role. The ideal candidate is confident, mature, and comfortable making decisions. They can de-escalate tense situations, think critically, and represent Heartwood Homes professionally during our most challenging guest interactions. They should be someone the team trusts to step in when an issue becomes difficult or emotionally charged. Typical Schedule 40 hours per week Coverage during peak guest communication hours Some evening and weekend availability preferred Available to assist with urgent guest escalations when assigned This role would pair well with your existing Guest Services team structure, acting as a true "shift supervisor" who can take over difficult conversations rather than simply advising agents on what to do next.