Head of Operations

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We're looking for a true operator — someone who’s scaled companies from $10M to $100M+ from the inside. Hands-on. sleeves rolled up. solving for complexity, inefficiency, and growth bottlenecks in real time.

This is not a strategist role.

This is not for consultants or managers who sit on the sidelines.

If you’ve lived through the warzone of scale and built the ops machine from the ground up, this is the role for you.

About the Role

As Head of Operations, you’ll lead and evolve our operational backbone — overseeing HR, Accounting, Finance, Customer Success, Product Operations, and internal systems. You'll work cross-functionally to ensure we scale with clarity, efficiency, and precision.

You’ll be a key member of the executive team, driving operational excellence across all departments, designing systems that unlock scale, and helping us transition from a services-led company to a product-first business with SaaS-level performance.

About Us

We’re Extenteam, a fast-growing company revolutionizing the short-term vacation rental industry. Our proven business model has generated consistent revenue, and we’re now expanding from a professional services model to a scalable, tech-enabled subscription platform.

We’re a tight-knit team of 50, spanning Sales, Partner Success, Marketing, HR & Recruiting, Engineering, Product, and Admin. We operate globally, with hubs in Miami, LA, Medellín, and expanding quickly into Europe. Our core team is backed by 400+ Dedicated Team Members supporting our clients.

Our goal is to double revenue by January 2026 through Tailwind — our new AI-assisted SaaS platform that supports operators of all sizes with guest communication, operational efficiency, and integrated services.

How We Work

Our leadership philosophy is inspired by “founder mode,” as championed by Airbnb’s Brian Chesky. That means :

• Being hands-on and visionary
• Staying close to product and customers
• Solving problems directly and creatively
• Working with urgency and ownership

We value proactive leadership, accountability, and radical collaboration. This role is for someone who thrives in that environment.

MUST-HAVE REQUIREMENTS — DO NOT APPLY UNLESS YOU CHECK ALL

Experience Scaling

Adaptability & Commitment

Who You Are

Why Join Us

We're building something ambitious and complex, and we need a strong operator to build a world-class operational engine.

You’ll have a seat at the table, real influence, and the chance to do the best operational work of your career.

If this sounds like your kind of challenge — we want to hear from you.

Seniority level : Director

Employment type : Full-time

Job function : Finance, Strategy / Planning, and Management

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