STR Operations Manager: AI Automation (Remote)

Insideoutva; Northern (KY); Hybrid; USD 21,000 - 23,000; Full time

Job summary

Insideoutva is seeking an Operations Manager to oversee frontline short-term rental operations and drive AI-powered automation across a growing US-based portfolio. You will manage guest communications, property logistics, and workflow efficiencies while transitioning to building SOPs and real-time dashboards.

The role emphasizes English‑only communication, high autonomy, and ownership of operational processes. This is a fully remote position with US hours and a competitive compensation package.

Qualifications

• Minimum 2+ years in short-term/vacation rental management operations with major OTAs (Airbnb, VRBO, Booking.com).
• Flawless, professional English for spoken and written communications.
• Proficient with AI tools like Claude and ChatGPT for automations and agent building.

Responsibilities

• Manage guest communications across multiple channels with speed, clarity and hospitality.
• Resolve daily property issues, coordinate maintenance, and handle escalations professionally.
• Assist with basic operational bookkeeping and platform administration tasks.

Skills

STR Domain Experience

Phone & Written Communication

AI & Agent Capability

High Autonomy & Problem Solving

Absolute Reliability

Tools

Claude

ChatGPT

Job description

Insideoutva is seeking an Operations Manager to oversee frontline short-term rental operations and drive AI-powered automation across a growing US-based portfolio. You will manage guest communications, property logistics, and workflow efficiencies while transitioning to building SOPs and real-time dashboards.

The role emphasizes English‑only communication, high autonomy, and ownership of operational processes. This is a fully remote position with US hours and a competitive compensation package.