Operations Manager (Short-Term Rentals & AI Automation) (Job ID: HERTIA1EA)

Location: Remote

🌟 Exciting Remote Opportunity! Were Hiring an Operations Manager (STR & AI Automation)! 🌟

Are you an experienced short-term rental professional ready to combine hospitality operations with cutting-edge AI systems? We are seeking a high-caliber Operations Manager to master frontline property operations and scale internal systems for a fast-growing US-based STR portfolio!

🚨 IMPORTANT - Watch this quick Loom video on how to get hired: 🔗 https://www.loom.com/share/345f776084e642ba99c24aabe40a67a0

🗣️ C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift. 🎙️ PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH.

📋 Job Details at a Glance

• Job Title: Operations Manager (Short-Term Rentals & AI Automation)

• Job ID: HERTIA1EA

• Industry: Property Management / Short-Term Rentals

• Location: LATAM / South Africa

• Job Status: Full Time

• Work Schedule: Monday to Friday, 8:00 AM to 5:00 PM (Central Time)

• Salary: $1,900 – $2,100 per month

• Target Start Date: ASAP

🏢 About the Client

Our client is a fast-growing short-term rental management company based in the US, currently managing a portfolio of 85+ premium properties across major platforms like Airbnb, VRBO, and Booking.com. Operating with a lean, fully remote team, they leverage modern tools and AI to run a high-efficiency hospitality business. They are committed to hiring top-tier international talent and providing competitive, above-market compensation for professionals who take true ownership of their work.

💼 About the Role

This position is designed for an experienced short-term rental professional ready to step into a dual-phase operational role. You will start directly in the engine room—mastering daily guest communications, property logistics, phone calls, and operational workflows. As you gain deep familiarity with the portfolio, you will transition into optimizing business processes: rebuilding outdated SOPs, creating performance dashboards, and deploying advanced AI automations and agents (such as Claude) to streamline operations.

🎯 Key Responsibilities

🛋️ Frontline Guest & Property Operations (Immediate Focus)

• Multi-Channel Guest Communication: Manage guest communications across Airbnb, VRBO, Booking.com, and phone calls with speed, clarity, exceptional hospitality etiquette, and professionalism.

• Issue Resolution & Escalations: Handle daily property issues, coordinate maintenance dispatch, resolve challenging guest situations, and manage damage/insurance claims efficiently under pressure.

• Financial & Admin Tracking: Assist with basic operational bookkeeping, financial tracking, platform admin tasks, and leasing activities.

🤖 Systems, Processes & AI Engineering (Growth Focus)

• Workflow Audits & SOP Building: Audit existing operational workflows, identify process gaps, and author up-to-date, actionable SOPs for a streamlined operation.

• Performance Dashboards: Design and implement real-time reporting dashboards for clear operational visibility.

• AI & Agent Automations: Integrate modern AI tools (Claude, ChatGPT) to build automations, create custom AI agents, and eliminate repetitive administrative tasks across the business.

✅ Qualifications & Skills

⭐ Non-Negotiable Requirements:

• STR Domain Experience: Minimum 2+ years of direct experience with short-term/vacation rental management operations and major OTAs (Airbnb, VRBO, Booking.com). Experience at prominent operators (e.g., Sonder, Vacasa, Casago) is a strong plus.

• Phone & Written Communication: Flawless, professional written and spoken English, with complete confidence handling phone calls with guests and vendors.

• AI & Agent Capability: Proficient with AI tools (Claude, ChatGPT) for creating automations, prompt engineering, and agent building.

• High Autonomy & Problem Solving: Thrives in a fast-moving environment without requiring hand-holding; strong ability to prioritize competing tasks during hectic operations.

• Absolute Reliability: High accountability, bulletproof home internet setup, backup power, and full commitment to working US hours.

🌟 Preferred / Bonus:

• Leasing Experience: Background in rental leasing or tenant acquisition is a major bonus.

🚀 Submit your application today and take the first step toward your next great opportunity!

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