Contracts & Legal Operations Specialist

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, 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. 

The Legal team at Trainline plays a key role in enabling the business to grow responsibly and efficiently. Our mandate is to both "Power" and "Protect" Trainline.

Reporting to Senior Legal Counsel, the Contracts & Legal Operations Specialist will take ownership of the end to end contract lifecycle and help drive operational excellence across the Legal function.

This hybrid role blends hands-on contract management and negotiation with responsibility for our legal tools, processes, and key vendor relationships. You'll be instrumental in optimising how the team works and ensuring our legal operations support Trainline's commercial ambitions.

Contract Management

• Own the full lifecycle of commercial contracts, from creation and negotiation to execution, renewal, and archiving.

• Review and negotiate standard vendor agreements (NDAs, MSAs, SOWs, and service contracts) with support from the legal team.

• Maintain a central contract repository and ensure obligations, renewals, and key data are visible to the business.

• Manage templates, playbooks, and guidance, using AI-powered tools to drive efficiency and consistency.

• Act as the go-to contact for contract-related queries across Trainline.

Legal Operations & Technology

• Lead the implementation, adoption, and optimisation of our legal technology stack (e.g. CLM systems, DocuSign, AI automation).

• Identify and deliver process improvements across workflows, reporting, and document management.

• Oversee vendor relationships, budgets, and invoicing related to legal tools and suppliers.

• Develop dashboards and metrics to track contract performance and operational efficiency.

• Keep legal templates, policies, and documentation accurate and compliant.

Essential:

• Experience in contract management or legal operations within an in-house team.

• Skilled in reviewing and managing high-volume, low-complexity contracts.

• Familiarity with legal technology platforms (e.g. Ironclad, DocuSign, Wordsmith).

• Strong understanding of commercial contracting principles and risk management.

• Confident working with data and dashboards in Excel or similar tools.

• Excellent stakeholder management and communication skills.

• Highly organised, detail-oriented, and comfortable working independently in a fast-paced environment.

Preferred:

• Law degree (helpful but not essential).

• Experience in technology, SaaS, or professional services industries.

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 

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