Hospitality & Property Operations Coordinator (Guest Communications, Marketing & Content, Rental Coordination) for a growing, independently-owned hospitality and property management group running a boutique resort and event venue plus a midterm rental placement business. Full-time preferred; open to a part-time ramp (e.g., 20 hrs/week for the first 3 months) converting to full-time, with substantial overlap with North American business hours (Eastern Time preferred). Reports to the Founder / Owner-Operator.
Manage inbound and outbound guest messaging across Airbnb, Expedia, and Booking.com through CloudBeds
Respond promptly to inquiries, booking requests, and guest questions, maintaining response times that protect OTA and Superhost-level rating standards
Coordinate reservations, confirmations, and check-in / check-out logistics
Manage calendars and availability across channels to prevent double-bookings
Support special bookings (weddings, corporate retreats, and full-property buyouts) including detail-gathering and coordination
Handle guest issues professionally and escalate when appropriate
Pull from the existing content library (photos and videos) to assemble simple, on-brand social posts
Schedule and publish content to Instagram and Facebook on a consistent cadence
Write captions and light copy; perform basic engagement (comments and DMs)
Track what performs and adjust the posting plan accordingly
Support the 30+ day rental placement arm end to end
Make outbound calls to prospects, leads, and partners to move placements forward
Coordinate listings, follow up with tenants and owners, and keep records current
Provide calendar, inbox, and document support across the businesses
Use AI tools (e.g., Claude, ChatGPT) daily to draft, summarize, and speed up routine work
Identify repeatable workflows and help document them into simple, reusable processes
Requirements
2+ years in a remote coordinator, virtual assistant, guest services, hospitality operations, or property management role
Excellent written and spoken English; this role messages guests and makes calls daily
Hands-on experience with a hospitality or reservation platform and OTA channels (Airbnb, Booking.com, Expedia)
Comfortable and confident making outbound phone calls
Social media management experience (Instagram, Facebook), including scheduling and basic content assembly
Demonstrated, practical AI proficiency in day-to-day work; this is a non-negotiable
Self-directed and proactive, comfortable operating in a fast-moving, founder-led environment
Reliable computer, headset, and internet, with the ability to overlap North American business hours
Preferred: Direct experience with CloudBeds
Preferred: Bilingual English / Spanish
Preferred: Short-term, vacation, or midterm rental operations experience
Preferred: Content creation and editing skills (Canva, CapCut, or similar)
Preferred: Experience supporting events such as weddings or corporate retreats
Preferred: Experience coordinating across multiple properties or brands
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