Holafly
Head of Strategic Initiatives (CX & Ops) - H027

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About Holafly
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, reliable eSIM solutions. With a team of 600+ professionals across multiple countries, we are scaling globally to ensure our users stay connected from the second they land - wherever their journey takes them.
We're not just selling eSIMs. We're building the infrastructure of trust and experience that turns first-time buyers into lifelong travellers.
The Role
Reporting directly to the Chief Customer Experience Officer (CCXO), you'll be their strategic right hand - translating vision into execution and driving the highest-priority challenges across CX and Operations to measurable impact.
This isn't a coordination role. You'll own problems end-to-end: diagnosing them with data, building the case for change, orchestrating cross-functional teams to deliver, and communicating progress to leadership with clarity and conviction.
Think of it as the best parts of management consulting - sharp thinking, high-stakes problems, real variety - with the added dimension of genuine ownership and long-term impact. This role starts as an individual contributor and is built to grow: as you prove impact, there's a clear path to owning a broader mandate, potentially including people leadership, as Holafly scales.
What You'll Do
- Drive Strategic Initiatives Own end-to-end execution of the CCXO's highest-priority projects - from initial scoping and stakeholder alignment through to measurable delivery. You step in where leadership presence is required but bandwidth is limited.
- Build the Business Case Architect data-backed frameworks, ROI models, and investment proposals that justify and prioritise operational and commercial decisions. Your work gives leadership the confidence to move fast.
- Work Independently with Data Use SQL and financial modelling to validate hypotheses, diagnose friction points, and track the success of transformation initiatives - without waiting for someone else to run the numbers.
- Orchestrate Cross-Functional Delivery Manage by influence across Product, Tech, Marketing, and Ops. You know how to get teams aligned and moving without formal authority.
- Communicate with Impact Turn complex, ambiguous problems into crisp executive narratives. Whether it's a board update, a strategic proposal, or a post-mortem, your decks and written communications set the standard.
- Fix What's Broken Deep-dive into underperforming processes and redesign them for global scale. You're comfortable getting into the operational weeds when the situation calls for it.
Reasons to use Rodeo
I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
Start with a chat, not a search bar
Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
Graduate Consultant — 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
See breakdownIt searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
What We're Looking For
- 5-7 years of experience, with a strong foundation in one or more of: top-tier management consulting (MBB), an internal strategy or transformation function at a high-growth scale-up, or a senior operations/chief of staff role with demonstrable P&L or delivery accountability
- Analytical rigour: advanced SQL proficiency and comfort building analytical models from scratch. You don't wait for a report - you build it, and draw the insight yourself
- Storytelling & communication: exceptional ability to craft compelling executive presentations and written narratives. You can take a messy, multi-stakeholder problem and distil it into a clear recommendation a board can act on
- Execution track record: a demonstrable history of taking projects from ambiguous brief to measurable impact in fast-moving environments. You're as comfortable in a spreadsheet as you are in a steering committee
- AI fluency & advocacy: you don't just follow AI trends - you know how to apply them. You're comfortable identifying where AI tools (generative, agentic, or analytical) can replace manual effort, improve customer outcomes, or unlock operational leverage. Critically, you can build the case for AI adoption and bring non-technical stakeholders along with you


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Bonus Points
- Experience in digital transformation, product-led growth, or travel-tech environments
- Hands-on experience leveraging AI to transform contact centre operations
- Fluency in Spanish
- Exposure to customer experience operations or CX metrics (NPS, CSAT, CES, churn)
Compensation & Benefits
- Salary: Competitive, benchmarked to your experience and the market
- Remote-First: 100% remote with full flexibility and a high-trust ownership culture
- Leadership Access: Direct exposure to C-suite decision-making on the most critical challenges in the business
- Growth Trajectory: As Holafly scales, this role is built to grow with you, with a natural path toward owning a line function or domain leadership position
- Impact: You will work on problems that directly shape the experience of millions of travellers worldwide
Holafly is an equal opportunity employer. We celebrate diversity and are committed to building an inclusive environment for all employees.
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Jessica, London
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