Assistant / Executive Assistant to CEO in London

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.

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.

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.

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.

Significant experience supporting a CEO or C-suite executive within a fast-paced technology business, listed company, or similarly complex organisation is required. Outstanding communication skills and the confidence to engage effectively with Board members, senior leaders, and external stakeholders at the highest level are essential. Strong resilience and adaptability, with the ability to remain calm, focused, and effective when priorities shift quickly, are also important.

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.

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. 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.

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.