Company Overview

Holafly is a high-growth scale-up revolutionising how businesses and travellers connect to the internet abroad. Since 2018, we’ve empowered travellers in over 200 destinations worldwide with secure and reliable eSIM solutions. With a team of 500+ professionals across multiple countries, we are scaling globally to support travellers with seamless, unlimited data connectivity.

We’re not just connecting people—we’re enabling freedom and peace of mind, ensuring our users stay connected from the second they land, wherever their journey takes them.

The Role

You will own Holafly’s global retention and loyalty strategy end-to-end, transforming our 10M+ customer base into a high-frequency growth engine. Reporting to the Chief Customer Experience Officer, you will build the systems and teams necessary to turn episodic travel into lifelong advocacy.

Key Responsibilities

Drive Repeat Revenue: Design and execute a global retention strategy focused on significantly increasing the repeat purchase rate across our 10M+ users.
Scale Referral Engines: Architect and launch high-leverage "Member-Get-Member" programs that convert our existing promoters into a primary acquisition channel.
Innovate Loyalty Architecture: Develop a loyalty proposition tailored to the episodic nature of travel, creating genuine incentives for users to choose Holafly consistently.
Optimize LTV: Utilize behavioral data to build hyper-personalised lifecycle journeys that segment our audience and maximize revenue per user.
Lead Cross-Functionally: Partner with Product, Marketing, and Data teams to embed a "retention-first" mindset across all customer touchpoints.
Build High-Performing Teams: Recruit and develop a world-class retention team, setting the vision and rigorous standards for data-driven execution.

Qualifications

8+ years of experience in retention, loyalty, or lifecycle marketing, with at least 3 years in a senior leadership role.
Proven B2C expertise in low-frequency or episodic purchase categories (e.g., travel, insurance, or event-driven industries).
Strong commercial acumen with a track record of owning hard KPIs like repeat purchase rates, LTV, and referral-driven revenue.
Analytical depth to leverage cohort analysis, attribution modeling, and customer segmentation to drive strategy.
A "Builder" mindset—demonstrated ability to take programs from concept to global scale in fast-moving environments.

Bonus Points

Background in travel-tech or with major OTAs/airlines.
Deep familiarity with modern CRM/lifecycle stacks (e.g., Braze, Klaviyo, Iterable).
Experience implementing AI-driven personalisation in loyalty programs.

Benefits & Perks

100% Remote-First: True flexibility with a high-trust, ownership-driven culture.
Work-Life Balance: 20 days of paid time off to recharge.
Continuous Learning: Annual education bonus to support your professional development.
Executive Visibility: Direct partnership with the CCXO and senior leadership.
High-Growth Environment: The unique chance to shape the strategy for a product with 10M+ users and industry-leading NPS.

Apply today and help us transform connectivity for the future of corporate travel and enterprise mobility. Visit us at Holafly.com to explore open positions and learn more about our mission!

Head of Retention & Loyalty

Benefits

Job Description