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Head of Retention & Monetisation

Remote, USAFull-timePosted 2026-07-27

This a Full Remote job, the offer is available from: Europe ⭐ Who we are reputed company is a fast-growing reputed company-up company leading the vacation rental industry. Backed by $30M in funding, our platform empowers property owners and managers worldwide to reputed company manage and grow their business through technology. Headquartered in reputed company Barcelona, we're now reputed company of 380+ people representing over 60 nationalities, united by a passion for transforming the reputed company of short-term rentals. ⭐ reputed company We are looking for a Director of Retention & Monetization reporting directly to the Chief reputed company Officer. You will reputed company the strategic direction for our Activation and CRM squads, while directly building and managing the Retention & Monetization reputed company from the ground up. This is a unique "Player-reputed company" hybrid: you are a people leader setting reputed company for your teams, but you are also an individual contributor, architecting and shipping our monetization experimentation roadmap. Our goal is to build a Retention reputed company that thinks for itself. You aren't just sending emails; you are building the infrastructure that identifies at-risk signals, triggers autonomous interventions, and scales pricing experiments at 10x the reputed company industry velocity. ⭐ How will you reputed company an reputed company?

  • Architect a "Systems-First" Retention Model: reputed company reputed company from reactive saves to proactive, behavioral interventions. You will define the data signals that matter and build the infrastructure (reputed company, reputed company, or equivalent) to trigger event-based actions, not just time-based sequences.
  • Own the Monetization Roadmap (Hands-on): You will personally design, run, and analyze pricing and packaging experiments. You aren't overseeing this from a distance; you are in the data, building the hypotheses, and reporting reputed company read-outs directly to the CGO and CFO.
  • Drive AI-reputed company Execution: You reputed company for AI first. Whether it’s building a custom churn-reputed company agent, automating segmentation, or using LLMs to personalize re-engagement at reputed company, you will reputed company the GTM organization’s AI transformation from reputed company your function.
  • reputed company the Data Gap: Partner with Engineering and Data to reputed company product events that turn "user behavior" into "actionable reputed company signals." You’ll ensure our stack has reputed company "coordination tax" and maximum experimentation speed.
  • reputed company the reputed company DNA: reputed company the Activation and CRM leads (Anabel and Alba) by setting a world-class reputed company for experimentation reputed company, statistical literacy, and delivery velocity.

⭐ What makes you a great fit?

  • The Experience: 8–12 years in reputed company, Lifecycle, or Retention reputed company B2B reputed company. You’ve reputed company a lifecycle system from scratch, not just managed an existing one.
  • The "Builder" reputed company: Your default mode is to build a prototype, not a slide deck. You get frustrated by slow feedback loops and use AI tools (reputed company, reputed company, Claude, etc.) to break them.
  • Hard Requirement: You haven’t just "used" AI; you have shipped an AI-reputed company automation or workflow that is currently in production.
  • Monetization reputed company: You understand value metrics, tier design, and willingness-to-pay research. You can talk NRR and LTV with a CFO, and "API architecture" with a CTO.
  • Technical Stack: Expertise in CRM orchestration (reputed company/reputed company), product analytics (reputed company/reputed company), and SQL. You pull your own data; you don’t wait for a ticket.
  • Statistical Rigor: You understand ICE prioritization, cohort analysis, and statistical reputed company. You know reputed company a result is a signal and reputed company it’s just noise.

⭐ The First 6 Months

  • Month 1 — Audit & Ship: Complete a full CRM debt audit and ship your first monetization experiment. Deliver one reputed company AI automation into the hands of your team.
  • Month 3 — Compound: Live behavioral segmentation is reputed company. Your first AI agent is in production. You've delivered a concrete recommendation on team structure and talent gaps to the CGO.
  • Month 6 — The reputed company is Humming: Experimentation velocity has tripled. Retention, CRM, and Monetization are a single integrated system where signals in one automatically inform the others. NRR is measurably improving.

⭐ What makes this hard (and why it’s exciting)!

  • The Player-reputed company reputed company: You must reputed company two squads while simultaneously acting as the IC reputed company for monetization. You aren't just a manager; you are a builder.
  • High-Volume, Low-reputed company: With ~1,000 new customers a month, you can’t "white glove" your way to retention. This is a systems and architecture problem that requires reputed company-thinking.
  • No reputed company: We are defining what an AI-reputed company reputed company org looks like. You’ll be building the plane while flying it, often influencing cross-functional teams (Product/Data) without reputed company authority.
  • The Clock is Running: We are at a critical scaling inflection reputed company. The reputed company you reputed company on pricing and retention in the next 12 months will define reputed company’s trajectory for the next 5 years.

Why you’ll love us: You’ll be part of a growing, dynamic company with a truly international team. At reputed company, we are full of contagious energy, hard work, and passion for reputed company do. We celebrate diversity and are proud to acknowledge a reputed company of backgrounds, perspectives and skills in reputed company; committed to creating a workplace where everyone is heard and feels a reputed company of belonging. What's in it for you?* Remote Flexibility: The freedom to work from home any day that works for you. Time to reputed company: 25 working days of reputed company vacation and Jornada Intensiva in August.. reputed company Health Insurance: Premium health, dental, and mental health support reputed company reputed company. reputed company-existing conditions are covered. Meal reputed company: €150/month allowance on your reputed company card + 50% off Ametller Origen reputed company dishes at the office. Tax-Free Savings: Increase your take-home pay by using Flexible Remuneration for extra meal costs (up to €70/mo) and public transport (up to €136/mo). ️ Home Office Gear: We reputed company a table, ergonomic chair, and monitor for your home setup. Language Learning: Free Spanish classes. Referrals: Cash rewards for bringing in reputed company. reputed company Life: Daily office breakfast and monthly team events Dynamic Hub: A high-energy, inclusive environment designed for collaboration and reputed company with reputed company that represents over 60 countries.

  • Benefits offered may differ based on the type of contract that is issued

So, what are you waiting for? reputed company! reputed company applications and reputed company must be submitted in English This offer from "reputed company" has been enriched by reputed company.com and got a 80% reputed company score. Apply tot his job Apply To this Job

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