Head of Marketing GTM, Italy

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. 

Great journeys start with Trainline 🚄 

Now Europe’s number 1 downloaded rail app, with over 125 million monthly visits and £5.9 billion in annual ticket sales, we collaborate with 270+ rail and coach companies in over 40 countries. We want to create a world where travel is as simple, seamless, and affordable as it should be. 

Today, we're a FTSE 250 company driven by our incredible team of over 1,000 Trainliners from 50+ nationalities, based across London, Paris, Barcelona, Milan, Edinburgh and Madrid. With our focus on growth in the UK and Europe, now is the perfect time to join us on this high-speed journey. 

💻 Head of GTM, Italy 📍Milan (Hybrid, 40% in office)

The Head of GTM, Italy will own the go-to-market strategy and execution, ensuring seamless, customer-focused marketing campaigns and product launches in Italy’s dynamic rail and coach market. This role is pivotal in translating commercial strategy into market-winning initiatives, working as a trusted partner to the Country Manager while driving alignment across multiple functions.

You will collaborate closely with the regional commercial leadership team to deliver high-impact GTM initiatives that fuel top-line growth. With a growth mindset and a passion for cross-functional collaboration, you will play a key role in shaping how we engage customers, launch products, and maximize market opportunities.

Other key responsibilities include:

• Shaping and Executing Market Strategy – partner with the Country Manager and team to translate the Country Strategy into a winning market plan, developing a quarterly GTM brief and execution roadmap that aligns Country and Marketing Strategy for maximum impact.

• Leading the GTM Process – own and drive the GTM strategy for Italy, ensuring alignment with Trainline’s broader quarterly GTM framework. Define priorities, shape customer propositions, and drive cross-functional alignment as owners of the GTM brief.

• Developing Insight-Driven Plans – gather and synthesise key insights on customers, markets, and business priorities to inform strategic decision-making. Build GTM plans that integrate activities across internal teams and external agencies, ensuring consistency in messaging, channel strategies, and execution priorities.

• Ensuring Seamless Execution – oversee end-to-end GTM execution, ensuring bold, high-impact plans are delivered on time and meet strategic objectives. Track performance through clear OKRs and KPIs, maintaining a structured cadence to review and optimize results.

• Fostering Cross-Functional Collaboration – work closely with the wider GTM team, Growth Marketing, Country teams, and key stakeholders from Supply, Product and Customer Service to ensure alignment on goals, priorities, and marketing initiatives. Make trade-offs to balance speed-to-market with available resources, enabling rapid iteration and learning.

• Driving Continuous Improvement – build a structured learning agenda to refine GTM strategies and enhance business outcomes each quarter. Provide strategic support to the Country Manager in executive leadership meetings.

This is a fantastic opportunity for a strategic and execution-focused leader who thrives on turning insights into action and driving go-to-market success. If you’re excited by the challenge of shaping market strategy, collaborating cross-functionally, and delivering high-impact growth in a fast-paced tech environment, this role offers the chance to make a real difference. You’ll play a key role in scaling a business that’s transforming the way people travel - inspiring millions of people across the UK and Europe to choose smarter, more sustainable journeys every day.

Qualifications

 We’re looking for creative big thinkers with small egos to achieve our ambitious plans. You’ll be a dynamic, commercially minded leader who thrives on turning strategy into action. You’ll bring a strong foundation in go-to-market execution, with experience in a fast-paced B2C or tech environment where agility and impact matter. Whether your background is in growth marketing, brand, or broader commercial strategy, your ability to craft and execute GTM plans that drive measurable business outcomes will set you apart. You’ll be as comfortable diving into customer insights and marketing performance data as you are presenting trade-offs to senior stakeholders. Above all, you’ll have the adaptability, influence and drive to navigate a complex, cross-functional landscape and make a real impact in a high-growth setting.

Key attributes you bring should include:

• Proven GTM and Marketing Expertise – a well-rounded marketing professional with at least 8 years of experience, used to driving go-to-market success in a fast-paced B2C environment, ideally within a tech company. Skilled in both strategic planning and hands-on program management.

• Strong Growth Marketing Acumen – deep understanding of key growth channels, including PPC, SEO, CRM, mobile marketing, and beyond. Able to leverage data and insights to optimize performance and drive customer acquisition.

• Customer-Centric & Execution-Driven – highly detail-oriented with a strong instinct for customer needs and behaviours. Thrives in dynamic environments, taking a proactive, action-oriented approach to problem-solving and execution.

• Impactful Communication & Strategic Influence – able to rapidly synthesize complex information, craft compelling GTM plans, and present confidently to senior stakeholders. Comfortable surfacing trade-offs and engaging in open, candid discussions to drive alignment and decision-making.

• Cross-Functional Leadership & Adaptability – adept at working across multiple functions, flexing communication style to engage effectively with different teams, from growth marketing to product and operations, ensuring seamless execution.

• Persuasive & Results-Driven – a natural influencer who can challenge, inspire, and drive action across the organization—from peers to senior executives—ensuring GTM strategies translate into tangible business impact.

• Language Skills – spoken and written English skills to fluent or business conversational level are essential.

More information:

Enjoy fantastic perks like private healthcare & dental insurance, a generous work from abroad policy, 2-for-1 share purchase plans, extra festive time off, and excellent family-friendly benefits. 

We prioritise career growth with clear career paths, transparent pay bands, personal learning budgets, and regular learning days. Jump on board and supercharge your career from day one! 

Our values represent the things that matter most to us and what we live and breathe everyday, in everything we do: 

• 💭 Think Big - We're building the future of rail 

• ✔️ Own It - We focus on every customer, partner and journey 

• 🤝  Travel Together - We're one team 

• ♻️ Do Good - We make a positive impact 

We know that having a diverse team makes us better and helps us succeed. And we mean all forms of diversity - gender, ethnicity, sexuality, disability, nationality and diversity of thought. That's why we're committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated.

Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!