Guest Operations & AI Optimization Manager

RentalQuest

Colombia

On-site

COP 257,022,214 - 330,457,132

Full time

14 days+
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Benefits offered by this job

Join a founding team in a growing market
Competitive compensation and performance incentives

Job summary

A leading vacation rental platform in Colombia is seeking a Guest Operations & AI Optimization Manager to lead their 24/7 Contact Center and Reservations team. The role requires extensive experience in customer service and team management, with a focus on optimizing AI-assisted support systems. Candidates should be bilingual in English and Spanish, possess strong analytical skills, and be comfortable working hands-on in a dynamic environment. Competitive compensation and performance incentives are offered.

Qualifications

  • 5+ years of experience in customer service, reservations, or operations roles.
  • Proven experience managing teams in a high-volume or 24/7 support environment.
  • Hands-on experience with AI-assisted support systems.

Responsibilities

  • Lead, coach, and manage the Contact & Reservations team.
  • Own shift planning for a 24/7 operation.
  • Continuously review and optimize AI responses.

Skills

Customer service expertise
Team management
AI-assisted support
Analytical skills
Bilingual in English and Spanish

Tools

Omnichannel support tools

Job description

We are looking for a Guest Operations & AI Optimization Manager to lead our 24/7 Contact Center and Reservations team. This role owns the day-to-day performance of the team while also being responsible for continuously optimizing our AI-assisted support system, which currently handles approximately 65–70% of all inquiries.

This is a hands-on leadership role: the manager will combine people management, operational ownership, and active shift coverage, while ensuring that both humans and AI work together efficiently to deliver a world-class guest and owner experience.

Responsibilities
  • Lead, coach, and manage the Contact & Reservations team, including 1:1s, performance feedback, and development.
  • Act as the single owner of customer operations performance across people, processes, and AI.
  • Own shift planning and schedules for a 24/7 operation, including holiday and vacation coverage.
  • Actively cover shifts as needed while managing the team.
  • Own escalations and ensure fast, high-quality resolutions.
  • Continuously review and optimize AI responses, knowledge base content, and escalation patterns.
  • Identify gaps or errors in AI answers and improve them by adding Q&As, guardrails, or specifications, testing changes in a sandbox environment before deployment.
  • Manage the audit process to ensure reservations and guest information are accurate and fully aligned with OTAs.
  • Oversee collections and payments related to reservations, ensuring accuracy, timely follow-up, and proper issue resolution.
  • Document and continuously improve customer service, reservations, and escalation processes.
  • Ensure consistent service quality, tone, and response standards across both AI and human interactions.
  • Monitor operational metrics (inquiries per agent, AI vs. human resolution, response times).
  • Proactively assess team capacity and justify hiring needs using data as the number of properties grows.
  • Lead recruitment, onboarding, and training of new team members.
  • Drive continuous improvement without requiring day-to-day COO direction.
Requirements
  • 5+ years of experience in customer service, reservations, or operations roles.
  • Proven experience managing teams in a high-volume or 24/7 support environment.
  • Experience working with omnichannel support tools (WhatsApp, phone, email, OTA inboxes).
  • Hands‑on experience with AI-assisted support systems, chatbots, or knowledge bases.
  • Strong analytical skills and comfort using data to make staffing and operational decisions.
  • Proactive, autonomous, and ownership-driven mindset.
  • Excellent communication and leadership skills.
  • Comfortable working hands‑on.
  • Excellent attention to detail and problem‑solving abilities.
  • Fluency in English and Spanish.
Why Join RentalQuest?
  • Be part of a founding team that has scaled travel and rentals across LATAM (Ex-Expedia, Hopper, Vacasa).
  • Help professionalize the $19B LATAM vacation rental market.
  • Join a company that blends AI, technology, and local expertise to drive growth.
  • Competitive compensation with performance incentives tied to results.
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