Head of Strategy

Head of Strategy

Full-Time 65000 - 80000 £ / year (est.) Home office (partial)
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At a Glance

  • Tasks: Lead strategy processes and shape the future of our business with senior leaders.
  • Company: Join a dynamic travel tech company focused on innovation and growth.
  • Benefits: Enjoy private healthcare, generous work-from-abroad policy, and career growth opportunities.
  • Other info: Hybrid work model with a commitment to diversity and inclusion.
  • Why this job: Make a real impact by influencing strategic decisions at board level.
  • Qualifications: 3-7 years in management consulting or strategy, strong analytical skills required.

The predicted salary is between 65000 - 80000 £ per year.

About the Role

Commercial Finance – a cross‑functional role within the Commercial Finance team that works directly with the VP of Finance, CFO and executive leadership to shape strategy, finance and decision‑making. The position sits at the intersection of strategy, finance and leadership, giving you exposure to board‑level work, commercial analysis and the chance to build and define the framework for our strategic agenda.

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, synthesising 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, and provide 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 activities 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.
  • Embedding strategy into the business: Own key business rhythms such as MBRs and QBRs to drive accountability and progress. Track performance against North Star and strategic priorities. Work with teams to help land strategic initiatives in a practical and effective way.

Qualifications

  • 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; ability to build models from scratch.
  • 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.
  • A track record of influencing and partnering across teams.

Preferred Qualifications

  • Experience running a strategy cycle in a matrixed tech organization.
  • Post‑graduate qualification such as an MBA.
  • Language skills in French, Italian or Spanish.
  • Experience with strategy in an AI‑driven environment.

Benefits

Enjoy private healthcare & dental insurance, a generous work‑from‑abroad policy, 2‑for‑1 share purchase plans, an EV scheme, extra festive time off, and family‑friendly benefits. We prioritise career growth with clear career paths, transparent pay bands, personal learning budgets and regular learning days. We operate a hybrid model; employees are asked to work from the office a minimum of 60 % of the time over a 12‑week period and have a 28‑day work‑from‑abroad policy. We know that having a diverse team makes us better and helps us succeed. We are committed to creating inclusive workplaces where everyone belongs and differences are valued and celebrated.

Head of Strategy employer: Trainline International Limited

As the Head of Strategy at Trainline, you will be part of a dynamic and innovative team that values collaboration and strategic thinking. With a strong focus on employee growth, we offer clear career paths, personal learning budgets, and a hybrid work model that promotes work-life balance. Our commitment to diversity and inclusion ensures that every voice is heard, making Trainline an exceptional place to build a meaningful career in the travel technology sector.

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Contact Details:

Trainline International Limited Recruitment Team

StudySmarter Expert Advice🤫

We think this is how you could land Head of Strategy

Dive Into Corporate Strategy Communities

Get yourself involved in online communities or forums focused on corporate strategy. Places like LinkedIn groups or specific Slack channels can hook you up with industry insights, trends, and many potential job leads. Don't hesitate to share your thoughts or ask questions; it’ll boost your visibility!

Attend Industry Conferences and Events

Keep an eye out for corporate strategy conferences or networking events in your area (or online!). These gatherings are gold mines for meeting hiring managers and making impactful connections. Plus, having a few good conversations can lead to job referrals at companies like Trainline International Limited!

Showcase Your Strategy Skills

Create content that showcases your knowledge of corporate strategy—think reports, blogs, or even video discussions. Sharing these on platforms like LinkedIn or Medium can demonstrate your expertise and make you stand out to employers looking for fresh talent.

Apply Directly Through Our Website

Don’t forget to apply for the Head of Strategy position at Trainline International Limited via our website! This shows your genuine interest, and who knows, you might just land that interview in a matter of days. Keep your application focused on how you can add value to their strategy team.

We think you need these skills to ace Head of Strategy

Strategic Planning
Financial Modelling
Analytical Skills
Problem-Solving Skills
Data Analysis
Communication Skills
Stakeholder Management

Some tips for your application 🫡

Show Us Your Strategic Thinking:When crafting your CV and cover letter, highlight your strategic analysis skills. Focus on past experiences where you've effectively assessed market trends or made impactful recommendations. Evidence-based achievements, like improving processes or contributing to significant projects, will help us see your potential for driving corporate strategy at Trainline International Limited.

Tailor Your Narrative:Don’t just send us a generic application! Personalise your cover letter by connecting your experiences and aspirations to Trainline International Limited’s mission and goals. We love seeing candidates who genuinely understand what we do; share how your vision aligns with ours and what you can bring to the table.

Highlight Relevant Academic Credentials:In your CV, make sure to showcase your academic background, especially if you have qualifications in business, economics, or analytics. We appreciate candidates who can back up their skills with relevant degrees or certifications, so don’t be shy about flaunting those achievements!

Utilise Professional Language:While we want you to be yourself, remember that corporate strategy roles demand a level of professionalism in communication. Use clear and concise language in your application materials, ensuring that your ideas come across as well-structured and sophisticated. It’s all about making a great impression right from the written application stage!

How to prepare for a job interview at Trainline International Limited

Master the Numbers

Corporate strategy often involves data analysis and financial forecasting. Brush up on your quantitative skills, and be prepared to handle case studies or numerical problems during the interview. We might get questions about how to approach market trends or assess the performance of a hypothetical company — so practice these scenarios!

Know Your Frameworks

Familiarity with strategic frameworks like SWOT, PESTLE, or Porter’s Five Forces can set you apart. We should be ready to discuss how we’d apply these tools to real-world business situations — maybe even relating them to Trainline International Limited. This shows we’re not just theory-happy but can articulate our practical application.

Engage in Strategic Conversations

In a full-time role like this, it’s crucial to show that we're engaged and informed about current trends in the industry. Keep up with major news and prepare to discuss how recent developments could impact strategic decisions at Trainline International Limited. This will demonstrate our passion and proactive approach to the field.

Showcase Relevant Experience

Whether through internships or projects, we should highlight any experience that relates to corporate strategy. Have specific examples ready to talk about how we’ve contributed to strategic growth or improvements. It's about showcasing our unique journey and how it will bring value to Trainline International Limited.