AI Operations & Guest Experience Coordinator Calibrate Estates | Remote (Poconos-area preferred) | Part-time, ~30 hrs/week | $16-20/hour About Calibrate Estates Calibrate Estates is a premier vacation rental management company operating in the Pocono Mountains of Pennsylvania. We manage a fast-growing portfolio of luxury cabins and homes (hot tubs, saunas, game rooms, and more) for independent owners, and we're building an operation where AI handles routine work so our people can focus on judgment, relationships, and problem-solving. The Role This is not a traditional virtual assistant position. You'll be the human center of gravity for guest communication and light field operations, and you'll work directly alongside our AI operations system (Viktor) to find repetitive manual work and eliminate it. Your job doesn't stay the same for long: every process you automate frees you up for higher-value work. Core responsibility, stated plainly: identify repetitive operational work and use AI/automation tools to reduce or eliminate that manual work over time. This is a required part of the job, not a bonus. What You'll Do Guest Communications & Operations (the majority of your time) Handle guest messages, reservation questions, and issue triage across Airbnb/VRBO/Guesty Coordinate maintenance dispatch and follow-up with our vendor network Manage HOA communication and compliance items Escalate genuine exceptions, judgment calls, and anything with real financial/safety stakes Own end-of-shift handoff so nothing falls through the cracks AI & Automation (protected time every week) Partner with Viktor to build and refine automations for recurring manual tasks Maintain an "automation backlog": every time you catch yourself doing something repetitive, log it, and work with Viktor to eliminate it Test and QA new automated workflows before they go live Think in terms of systems, not just tickets: "why are we doing this by hand?" is the right question to ask constantly Light Field Work (selective, geographically bundled) Occasional property inspections and spot-checks at select houses (paid per inspection) Confirm equipment issues, verify vendor/cleaner work, photograph problems Communications always comes first; field work never displaces active guest messaging unless explicitly prioritized What We're Looking For Intelligent, calm, organized, articulate, reliable, and teachable, we can teach you Guesty, Breezeway, and our properties; we can't teach judgment Demonstrated experience using AI tools to solve real problems (ChatGPT, Claude, automation platforms like Zapier/Make/n8n, or similar), this is a requirement, not a nice-to-have Comfortable with ambiguity and change; this role's day-to-day will evolve as automation takes over more of the routine work Strong written communication; customer service or hospitality background is a plus, not a requirement Reliable schedule availability within a defined 6-hour shift window (exact hours to be set based on coverage needs) Based in or near the Pocono Mountains, PA region strongly preferred (for occasional field inspections) How We'll Evaluate Success We track four things, not just "messages answered": Operations, response time, issues resolved, inspection completion Quality, communication quality, mistakes, escalation rate, refund accuracy Automation, manual workflows eliminated, hours saved, automations deployed Business impact, inspection revenue, refund reduction, owner/guest satisfaction Compensation & Growth Path $16-20/hour to start (based on experience), ~30 hours/week Clear progression: Coordinator -> Senior Coordinator ($21-23/hr) -> Operations Manager, based on demonstrated impact (including automation work) Remote-first, predictable schedule, real responsibility, room to shape your own role A Note on Fit We'd rather hire someone who says "why are we doing this by hand?" than someone who says "okay, I'll add it to my checklist." If that's you, we want to hear from you.
Pay:
$16.00 - $20.00 per hour Expected hours: 30.0 - 50.0 per week