About Us
We are champions of rail, inspired to build a greener, more sustainable future of travel. Trainline enables millions of travellers to find and book the best value tickets across carriers, fares, and journey options through our highly rated mobile app, website, and B2B partner channels. With over 135 million monthly visits and £6.3 billion in annual ticket sales, we collaborate with 270+ rail and coach companies in more than 40 countries.
Role Overview
This position sits in the Commercial Finance team, reporting directly to the VP of Finance. It is not just about reporting numbers; Commercial Finance is at the centre of how we grow, make decisions and define our future. You will partner closely with leaders across the business to shape high‑impact strategy and finance decisions, working on the questions that matter most and influencing the executive team.
Responsibilities
Owning the annual strategy process
- Lead Trainline’s annual strategy cycle from start to finish, shaping the approach, timeline and final output for leadership and the Board
- Design and run strategy workshops with senior leaders, bringing together perspectives into a clear multi‑year plan
- Partner with Finance, Product, Commercial and Operations to ensure priorities are clearly defined and owned
- Establish a clear rhythm to track progress against strategic priorities and long‑term ambitions
Leading strategic projects and commercial analysis
- Identify and evaluate key opportunities such as new markets, products or partnerships, answering “should we do this” with clear, data‑driven recommendations
- Lead strategic projects from hypothesis through to Board‑level output
- Build robust financial models and scenario analysis to support decision making
- Translate complex analysis into clear, impactful materials for senior stakeholders
- Support M&A and corporate development activity as needed
Partnering across the business
- Act as a trusted strategic partner to Product, Marketing, Commercial and Tech teams
- Bring an external perspective on market trends, competition and the wider travel technology landscape
- Support the VP Finance and CFO with independent, well‑informed strategic thinking
Shaping How We Tell Our Story
- Create clear and compelling materials for the C‑suite and Board
- Support the Board strategy process, including timelines and content development
- Partner with Investor Relations to shape the external narrative and ensure it reflects our ambition
Embedding strategy into the business
- Own key business rhythms such as MBRs and QBRs, ensuring they drive accountability and progress
- Track performance against our North Star and strategic priorities
- Work with teams to help land strategic initiatives in a practical and effective way
Requirements
- 3 to 7 years of experience in management consulting or in‑house strategy within a listed or high‑growth business
- Strong analytical and financial modelling skills, with the ability to build models from scratch and generate meaningful insight
- A structured approach to solving complex problems and forming clear, well‑reasoned conclusions
- Experience contributing to or owning strategy or planning cycles
- Confidence presenting to senior stakeholders and simplifying complex topics without losing depth
- A track record of influencing and partnering across teams
Nice to Have
- Experience running a strategy cycle in a matrixed tech organisation
- An MBA or equivalent postgraduate qualification
- Language skills in French, Italian or Spanish
- Experience working with or shaping strategy in an AI‑driven environment
Benefits
Private healthcare and dental insurance, a generous work‑from‑abroad policy, a 2‑for‑1 share purchase plan, an EV scheme to reduce carbon emissions, extra festive time off, excellent family‑friendly benefits, and a hybrid work model that requires a minimum of 60 % office time over a 12‑week period.
EEO Statement
We are committed to creating inclusive places to work where everyone belongs. We welcome applications from all backgrounds and strive to provide a diversity of thought within our team.
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