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Head of Retention & Monetisation

Role overview

Qualifications

  • 8–12 years in Growth, Lifecycle, or Retention within B2B SaaS, with experience building a lifecycle system from scratch
  • Built and shipped AI-native automation or workflow that is in production
  • Monetization fluency: value metrics, tier design, willingness-to-pay research; able to discuss NRR and LTV with a CFO and API architecture with a CTO
  • Technical stack proficiency: CRM orchestration (HubSpot/Braze), product analytics (Amplitude/Mixpanel), and SQL; able to pull and analyze data without tickets

Responsibilities

  • Architect a systems-first Retention Model by defining data signals and building event-based automation in the CRM stack (HubSpot, Braze, or equivalent)
  • Own the monetization roadmap: design, run, and analyze pricing and packaging experiments; report commercial read-outs directly to the CGO and CFO
  • Drive AI-native execution: lead churn-prediction, automated segmentation, and personalized re-engagement at scale using AI and LLMs
  • Bridge the data gap and scale growth: partner with Engineering and Data to instrument product events, ensure zero coordination tax, and maximize experimentation velocity

About the company

Lodgify logo

Lodgify

Computer Software / SaaS

Lodgify is a fast-growing startup focused on building vacation rental software that enables property owners and managers to independently manage and market their business online. We are an international team of more than 290 people and 50 different nationalities in the heart of Barcelona, and we've been featured twice in Wired's 100 Hottest European startups list.

Company details

Company typeSME
IndustryComputer Software / SaaS
Company size201 - 500

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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?
  • 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.

  • 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.

  • 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.

  • 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.

  • 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?
    • 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.

    • 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.

    • Hard Requirement: You haven’t just "used" AI; you have shipped an AI-native automation or workflow that is currently in production.

    • 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.

    • 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.

    • 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
  • 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.

  • 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.

  • 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)!
  • 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.

  • 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.

  • 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.

  • 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!

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    MR

    Marcus Rivera

    Chief Revenue Officer

    m.rivera@company.com
    linkedin.com/in/marcusrivera
    Unlocked after you apply
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