Executive Assistant to the CEO

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 135 million monthly visits and £6.3 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, eco-friendly 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. This is a rare opportunity to work at the very heart of Trainline, partnering directly with our newly appointed Chief Executive Officer as their trusted Executive Assistant. This role sits at the centre of that ambition - supporting the CEO to operate with clarity, pace, and impact across every dimension of the business. You will be the connective thread between the CEO and the people and priorities that matter most - from the Board and Executive Leadership Team to investors, government stakeholders, and external partners. You will bring structure to a fast-moving environment, exercise sound judgement independently, and ensure the CEO is always set up to lead effectively. This is a high-visibility role that requires both exceptional operational skill and the kind of quiet confidence that keeps things running smoothly behind the scenes. In this role as the Executive Assistant to the CEO, you will... 🚄 Own and proactively manage the CEO's complex, ever-changing calendar, acting as a strategic gatekeeper to ensure their time is consistently aligned to the highest business priorities. Coordinate and prepare for Executive Leadership Team meetings, Board sessions, investor engagements, strategy offsites, and company events - including agendas, briefing packs, presentations, and follow-up actions. Manage all domestic and international travel arrangements, producing detailed itineraries and contingency plans that keep things on track regardless of what comes up. Handle confidential correspondence, inbox management, expenses, and Board administration with absolute discretion and a high degree of accuracy. Work closely with the CFO's EA and the Investor Relations team to coordinate twice-yearly investor roadshows across the UK and US. Build and maintain strong relationships with external industry and government stakeholders, playing an active role in securing high-level meetings for the CEO. Partner with the broader EA community across the business to ensure seamless, joined-up executive support at all levels. Support company planning cycles, leadership offsites, and key strategic initiatives, contributing to the smooth running of the business beyond day-to-day scheduling. We'd love to hear from you if you have... 🔍 Significant experience supporting a CEO or C-suite executive within a fast-paced technology business, listed company, or similarly complex organisation. Exceptional organisational skills and the ability to manage competing priorities with composure, accuracy, and good judgement. Outstanding communication skills and the confidence to engage effectively with Board members, senior leaders, and external stakeholders at the highest level. A proactive, solutions-focused approach - someone who anticipates needs before they arise and takes ownership without waiting to be asked. The discretion and integrity to handle highly sensitive and confidential information with care at all times. Strong resilience and adaptability, with the ability to remain calm, focused, and effective when priorities shift quickly. Experience supporting Board-level governance processes would be a bonus, as would familiarity with investor relations activity or executive stakeholder management at a listed company. More information: Enjoy fantastic perks like private healthcare & dental insurance, a generous work from abroad policy, 2-for-1 share purchase plans, an EV Scheme to further reduce carbon emissions, 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! We're operating a hybrid model and ask that Trainliners work from the office a minimum of 60% of their time over a 12-week period. We also have a 28-day Work from Abroad policy. 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 !