Extenteam is an AI-driven operations platform for short-term rental property managers, automating guest communication and daily workflows with human-in-the-loop support to ensure reliable execution at scale. Built to reduce operational friction and replace fragmented processes, Extenteam helps property managers run faster, more efficient operations without increasing complexity. Today, Extenteam supports operations across 50,000+ properties, helping property managers reduce operational friction and operate more efficiently through intelligent automation.
You will design the structure, build the processes, and implement the solutions with full ownership. If you enjoy diagnosing complex problems, building structured systems, and executing quickly, this role is ideal. This is consulting meets operations with the authority to implement what you design.
A system that reads reservation and check in data from PMS platforms and automatically triggers operational tasks 24 or 48 hours before check in. These tasks include functions such as turning on pool heat, verifying guest identities, registering guests with community or HOA portals, collecting required documentation, and pre-authorizing deposits or fees. The engine can either complete these tasks automatically or route them to the correct Tailwind agent when human action is required, depending on partner specific rules.
You will manage a team across time zones, partner directly with upper management, and act as the systems architect responsible for translating operational chaos into scalable, tech enabled frameworks.
Record a short one minute video explaining why you want to be part of Extenteam.
Tailwind is Extenteam’s automation and guest communication service built specifically for the short term rental industry. It helps property management companies streamline their operations by centralizing guest messaging, automating repeatable tasks, and improving response times across all communication channels. Tailwind reduces manual work and increases efficiency so operators can scale without adding unnecessary labor.
A centralized framework that pulls Airbnb and Vrbo reviews through integrations through an API, organizes them in Airtable, surfaces sentiment and response needs, and routes each review to the correct workflow. This includes automated detection of new reviews, review classification, templated response suggestions, and partner-level visibility.
Ambiguity Crusher
A structured upsell framework that prompts Tailwind agents to proactively reach out to guests with revenue-generating offers such as early check-in, late checkout, mid-stay cleans, stay extensions, parking passes, pet packages, or premium amenities. This system includes automated triggers, standardized messaging, partner rules, and conversion tracking to drive measurable revenue impact.
You understand how systems integrate and can work directly with engineering and product teams.
You move ideas into production quickly and consistently deliver measurable results.
2. Guest Upsell System V1
You bring clarity to messy, unclear, or incomplete situations and create order that others can follow.
Execution Focused
3. Pre-Stay Task Automation Engine
High Velocity
We are building a new team that has an ownership mindset, values execution, and takes pride in doing excellent work with urgency. If you are someone who pushes for automation, understands patterns in how people work, avoids solving problems by adding headcount, and is committed to improving processes through data, we want to speak with you.
You thrive in fast-paced environments, iterate quickly, and maintain momentum without sacrificing quality.
1. Review Management System V1
Technically Fluent
Strong Communicator
You convey information clearly and influence cross-functional teams to bring clarity to complex problems.
Systems Thinker