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

Role overview

Qualifications

  • Minimum 2+ years of direct experience with short-term/vacation rental management operations and major OTAs (Airbnb, VRBO, Booking.com)
  • Flawless, professional written and spoken English
  • Proficient with AI tools (Claude, ChatGPT) for creating automations
  • High accountability and reliable home internet setup

Responsibilities

  • Manage guest communications across multiple platforms with professionalism
  • Handle daily property issues and resolve challenging guest situations
  • Audit operational workflows and author updated standard operating procedures
  • Design and implement real-time reporting dashboards

Key facts

Hard skills

Other skills

  • Communication
  • Problem Solving
  • Reliability

About the company

InsideOut logo

InsideOut

Outsourcing & Offshoring

Inside Out empowers growth-focused small businesses with elite support services that drive scale, boost margins, and reclaim valuable time. We combine two high-impact solutions under one brand to help founders grow without growing overhead: 1. Inside Out VA Headhunting Tired of hiring headaches and overpriced agencies? We deliver world-class virtual assistantsβ€”sourced, vetted, and hired direct by you. No markups. No ongoing fees. Just elite global talent from Latin America, South Africa, Egypt, and the Philippinesβ€”placed in under 3 weeks with a 6-month replacement guarantee. 2. Inside Out Virtual Receptionists Missed calls = lost revenue. Our 24/7 virtual receptionist team answers every call, books appointments, and handles your front-line communicationβ€”so you never lose a lead or interrupt your focus again. Fully trained, bilingual, and always on-brand. Why Businesses Choose Inside Out: βœ” Save up to 80% vs. local hiring βœ” Scale with margin, not stress βœ” Eliminate missed revenue and admin burden βœ” Plug-and-play solutions for lean, high-growth teams We’re not just a staffing company or call centerβ€”we’re your outsourced growth layer. Trusted by U.S. entrepreneurs across industries like law, health, home services, and consulting. Let’s simplify your scale. Support that grows with youβ€”without adding overhead. Connect with us today. ** Remote Workers ** Join our community to get free training! https://www.skool.com/virtual-assistant-academy

Company details

Company typeSME
IndustryOutsourcing & Offshoring
Company size51 - 200

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Job description

🌟 Exciting Remote Opportunity! We're 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: πŸ”— https://www.loom.com/share/345f776084e642ba99c24aabe40a67a0

πŸ—£οΈ C1 ENGLISH LEVEL IS REQUIRED. The selected candidate will be speaking strictly in English during their whole shift. πŸŽ™οΈ PLEASE SUBMIT YOUR RESUME AND AUDIO RECORDING IN ENGLISH.

πŸ“‹ 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.

πŸ’Ό 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 roomβ€”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

πŸ›‹οΈ 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.

πŸ€– 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.

βœ… 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.

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

🌎 LATAM Candidates: Don't forget to join our exclusive Facebook community for more updates and remote opportunities specifically for LATAM candidates: πŸ”— Join our LATAM-Only Facebook Group Here!

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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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