Head of Retention & Monetisation
Lodgify
Posted: May 6, 2026
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Quick Summary
The Director of Retention & Monetization will oversee the growth and monetization of Lodgify's Activa platform, driving revenue through strategic partnerships and customer retention efforts.
Required Skills
Job Description
⭐ Who we are
Lodgify is a fast-growing scale-up company leading the vacation rental industry. Backed by $30M in funding, our platform empowers property owners and managers worldwide to efficiently manage and grow their business through technology.
Headquartered in sunny Barcelona, we're now a team of 380+ people representing over 60 nationalities, united by a passion for transforming the future of short-term rentals.
⭐ Role Overview
We are looking for a Director of Retention & Monetization reporting directly to the Chief Growth Officer.
You will lead the strategic direction for our Activation and CRM squads, while directly building and managing the Retention & Monetization Squad from the ground up. This is a unique "Player-Coach" hybrid: you are a people leader setting the standard for your teams, but you are also an individual contributor, architecting and shipping our monetization experimentation roadmap.
Our goal is to build a Retention Engine 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 current industry velocity.
⭐ How will you make an impact?:
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Architect a "Systems-First" Retention Model: Move Lodgify from reactive saves to proactive, behavioral interventions. You will define the data signals that matter and build the infrastructure (HubSpot, Braze, or equivalent) to trigger event-based actions, not just time-based sequences.
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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 commercial read-outs directly to the CGO and CFO.
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Drive AI-Native Execution: You reach for AI first. Whether it’s building a custom churn-prediction agent, automating segmentation, or using LLMs to personalize re-engagement at scale, you will lead the GTM organization’s AI transformation from within your function.
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Bridge the Data Gap: Partner with Engineering and Data to instrument product events that turn "user behavior" into "actionable growth signals." You’ll ensure our stack has zero "coordination tax" and maximum experimentation speed.
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Scale the Growth DNA: Elevate the Activation and CRM leads (Anabel and Alba) by setting a world-class standard for experimentation quality, statistical literacy, and delivery velocity.
⭐ What makes you a great fit?:
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The Experience: 8–12 years in Growth, Lifecycle, or Retention within B2B SaaS. You’ve built a lifecycle system from scratch, not just managed an existing one.
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The "Builder" Mindset: Your default mode is to build a prototype, not a slide deck. You get frustrated by slow feedback loops and use AI tools (n8n, Zapier, Claude, etc.) to break them.
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Hard Requirement: You haven’t just "used" AI; you have shipped an AI-native automation or workflow that is currently in production.
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Monetization Fluency: 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.
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Technical Stack: Expertise in CRM orchestration (HubSpot/Braze), product analytics (Amplitude/Mixpanel), and SQL. You pull your own data; you don’t wait for a ticket.
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Statistical Rigor: You understand ICE prioritization, cohort analysis, and statistical significance. You know when a result is a signal and when it’s just noise.
⭐ The First 6 Months:
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Month 1 — Audit & Ship: Complete a full CRM debt audit and ship your first monetization experiment. Deliver one tangible AI automation into the hands of your team.
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Month 3 — Compound: Live behavioral segmentation is active. Your first AI agent is in production. You've delivered a concrete recommendation on team structure and talent gaps to the CGO.
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Month 6 — The Engine 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)!:
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The Player-Coach Paradox: You must lead two squads while simultaneously acting as the IC lead for monetization. You aren't just a manager; you are a builder.
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High-Volume, Low-ACV: 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 scale-thinking.
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No Playbook: We are defining what an AI-native growth org looks like. You’ll be building the plane while flying it, often influencing cross-functional teams (Product/Data) without direct authority.
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The Clock is Running: We are at a critical scaling inflection point. The decisions you make on pricing and retention in the next 12 months will define the 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 Lodgify, we are full of contagious energy, hard work, and passion for what we do. We celebrate diversity and are proud to acknowledge a variety of backgrounds, perspectives and skills in our team; committed to creating a workplace where everyone is heard and feels a sense of belonging.
What's in it for you?*
🏠 Remote Flexibility: The freedom to work from home any day that works for you.
🌴 Time to Recharge: 25 working days of paid vacation and Jornada Intensiva in August..
💊 Alan Health Insurance: Premium health, dental, and mental health support via Alan. Pre-existing conditions are covered.
😋 Meal Perk: €150/month allowance on your Alan card + 50% off Ametller Origen prepared 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 provide a table, ergonomic chair, and monitor for your home setup.
🇪🇸 Language Learning: Free Spanish classes.
🤑 Referrals: Cash rewards for bringing in new talent.
🌟 Social Life: Daily office breakfast and monthly team events
🎯 Dynamic Hub: A high-energy, inclusive environment designed for collaboration and connection with a team that represents over 60 countries.
*Benefits offered may differ based on the type of contract that is issued
So, what are you waiting for? Apply now!
All applications and CVs must be submitted in English 😉