Head of Workplace Technology

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 £5.3 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, 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 Workplace Technology📍London (Hybrid, 40% in office) 💸 £Salary + Bonus + Benefits 

Introducing the Technology Team at Trainline 👋  

Our Technology Team owns all parts of the corporate technology used within Trainline, from our consumer facing products, our business solutions, as well as workplace solutions used within the company. Together, this group delivers best in class technology and collaborate to drive innovative, cost efficient and future proof solutions. 

As Head of Workplace Technology at Trainline, you will... 🚝 

• Contribute to setting the strategic direction of workplace technology, with the support and guidance of your line manager. 

• Be responsible for overseeing the implementation, and maintenance of IT Systems that support our internal operations, from network infrastructure to workplace IT solutions (Operating Systems, Knowledge, Communication and Collaboration tools). 

• Lead the End User Computing, System Engineering, and Core Infrastructure & Networks teams, collaborating closely with leadership to ensure that we operate at scale, securely, efficiently and in line with the strategic direction of a growth, tech driven organisation. As part of this, you will ensure that every team member is supported to perform their role and thrive in alignment with Trainline values.  

• Align technology initiatives with business objectives by collaborating with stakeholders, assessing current systems, identifying gaps and redundancies, and driving strategies that bridge technical capabilities with organisational goals. 

• Build strong working relationships across the business to drive continual improvement and customer satisfaction, providing clarity, accountability and a clear roadmap for the future of Workplace Technology solutions, incorporating innovation and use of emerging technologies.  

Trainline Workplace Technology 

At its core, Workplace Technology has: 

• Workplace productivity tools: Office 365, Confluence Wiki, Notion 

• Workplace communication tools: Outlook, Slack, Zoom 

• Workplace security tools and technology 

• End user device management tools and technology. 

We'd love to hear from you if you... 🔍  

• Have a passion to lead teams that mix technical knowledge and customer satisfaction 

• Have a proactive and natural drive to work collaboratively with stakeholders in finance, security, and other functions across all levels to achieve common goals 

• Have an enthusiasm for driving change and continuous improvement 

Experience 

• Extensive experience in IT service and support, network operations, or related area including demonstrated experience in a leadership & management role where you have coached and developed team members. 

• Proven experience managing end-user support and/or network infrastructure in a fast-paced technology sector organisation (or similar).  

• Experience in delivering and managing change, connecting the dots across various functions and driving maturity. (would likely suit someone who has worked in similar size / growth organisations (c.1000 people). 

Technical Skills 

• In-depth knowledge of IT service and support and best practices. 

• Proficiency in tools and platforms for IT support (e.g. ticketing systems) and network monitoring. 

• Understanding of enterprise-level IT infrastructure, including data centers, networks, servers, and cloud platforms (e.g., AWS, Azure, Google Cloud). 

• Experience implementing and managing network security, firewalls, encryption, identity management, and access controls. 

• Experience in managing IT budgets, vendor relationships, and negotiating contracts for hardware, software, and services. 

• Awareness of emerging technologies (e.g., AI, machine learning, IoT) and their potential application within the workplace IT environment. 

Leadership and Soft Skills 

• Exceptional leadership and team management skills, with the ability to inspire and motivate team members whilst building a high performing team. 

• Excellent communication and interpersonal skills to work effectively with technical and non-technical stakeholders. 

• Strategic thinker with a proactive approach to problem-solving and decision-making. 

• Strong project management skills, with the ability to prioritise and deliver on multiple initiatives simultaneously. 

The interview process 🚉  

1. Call with one of our Talent team

2. Competency based interview with a senior member of our End User Compute team 

3. Leadership based interview with a member of our leadership team 

4. Organisation and vision with the VP of your functional area 

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 every day, 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

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