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 & 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!
Jul 16, 2026
Full time
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 & 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!
Trainline, a FTSE 250 company and Europe's leading rail app, is looking for an Executive Assistant to the CEO. You will own the CEO's calendar, coordinate ELT meetings, investor engagements, and travel, while handling confidential communications with the utmost discretion. The role sits in a fast-paced tech business with a hybrid work model and a focus on delivering high-impact governance and stakeholder management across the UK and beyond.
Jul 16, 2026
Full time
Trainline, a FTSE 250 company and Europe's leading rail app, is looking for an Executive Assistant to the CEO. You will own the CEO's calendar, coordinate ELT meetings, investor engagements, and travel, while handling confidential communications with the utmost discretion. The role sits in a fast-paced tech business with a hybrid work model and a focus on delivering high-impact governance and stakeholder management across the UK and beyond.
Trainline in Greater London is seeking a Head of Commercial, Distribution to define and deliver strategies that drive sustainable growth. The role requires expertise in managing commercial partnerships and leading teams in a dynamic environment. Ideal candidates should possess a strong background in B2B technology or travel, with proven success in stakeholder management and contract negotiation. The position offers a hybrid working model and excellent benefits including healthcare and professional development opportunities.
Jul 10, 2026
Full time
Trainline in Greater London is seeking a Head of Commercial, Distribution to define and deliver strategies that drive sustainable growth. The role requires expertise in managing commercial partnerships and leading teams in a dynamic environment. Ideal candidates should possess a strong background in B2B technology or travel, with proven success in stakeholder management and contract negotiation. The position offers a hybrid working model and excellent benefits including healthcare and professional development opportunities.
Head of Learning & Development As our Head of Learning & Development, you will define and lead Trainline's learning strategy, ensuring it is closely aligned to business priorities and future capability needs. Reporting to the Director of People Partnering & L&D, you will partner closely with People Partners, leaders, and stakeholders across the organisation to deliver scalable, impactful learning solutions that drive measurable outcomes. This role combines strategic thinking with a practical, hands on approach, leading a small team while shaping the learning experiences, behaviours, and capabilities that will support Trainline's continued growth and transformation. Learning Strategy & Business Alignment Define and lead Trainline's Learning & Development strategy and roadmap, ensuring capability building initiatives are aligned with business priorities, organisational goals, and future workforce needs. Partner closely with People Partners and business leaders to identify capability gaps and design targeted learning solutions that drive measurable business outcomes. Embed learning as a strategic enabler of performance, productivity, and organisational effectiveness, ensuring initiatives are commercially grounded and outcome focused. AI & Future of Work Enablement Shape the learning strategy that supports AI adoption and evolving ways of working, helping colleagues and leaders build the skills, behaviours, and confidence needed to embrace new technologies. Develop scalable approaches to continuous learning and upskilling that enable Trainline to adapt to an increasingly dynamic business and technology landscape. Performance & Leadership Development Design and embed learning interventions that strengthen leadership capability, enhance manager effectiveness, and support a high performance, feedback rich culture. Partner with People Partners and business leaders to build greater ownership and accountability for performance, coaching, and development across the organisation. Learning Experience & Ecosystem Own and continuously evolve Trainline's learning ecosystem, including platforms, tools, external partnerships, and core learning journeys such as onboarding, leadership development, and compliance learning. Make informed build versus buy decisions that balance effectiveness, scalability, colleague experience, and return on investment. Leadership & Stakeholder Partnership Lead, coach, and develop a high performing Learning & Development team, creating clarity of purpose while encouraging innovation and continuous improvement. Build trusted relationships with senior stakeholders across the business, influencing decision making and bringing external insight, emerging trends, and best practice into Trainline's approach to learning and development. Qualifications and Experience Desired Significant experience in Learning & Development, with deep expertise across learning strategy, leadership development, and organisational capability building. Experience operating at Senior Manager, Principal, Head of Learning & Development, or a similar leadership level, with responsibility for shaping and delivering impactful learning strategies. A strong track record of designing scalable learning frameworks, programmes, and operating models that deliver measurable business outcomes. Experience partnering with senior leaders, People teams, and cross functional stakeholders to diagnose needs, influence priorities, and co create effective solutions. Strong capability in leadership and manager development, with experience building learning interventions that improve performance and strengthen organisational culture. A good understanding of modern learning methodologies and learning technologies, alongside experience managing or evolving learning platforms and ecosystems. Experience supporting organisational transformation, behavioural change, digital adoption, or future of work initiatives, ideally including exposure to AI enabled ways of working. A commercially minded and pragmatic approach, with the ability to balance long term strategy with hands on execution and adapt effectively in a fast moving environment. Benefits and Work Conditions Enjoy fantastic perks like private healthcare and 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 are 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. That's why we're committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated.
Jun 30, 2026
Full time
Head of Learning & Development As our Head of Learning & Development, you will define and lead Trainline's learning strategy, ensuring it is closely aligned to business priorities and future capability needs. Reporting to the Director of People Partnering & L&D, you will partner closely with People Partners, leaders, and stakeholders across the organisation to deliver scalable, impactful learning solutions that drive measurable outcomes. This role combines strategic thinking with a practical, hands on approach, leading a small team while shaping the learning experiences, behaviours, and capabilities that will support Trainline's continued growth and transformation. Learning Strategy & Business Alignment Define and lead Trainline's Learning & Development strategy and roadmap, ensuring capability building initiatives are aligned with business priorities, organisational goals, and future workforce needs. Partner closely with People Partners and business leaders to identify capability gaps and design targeted learning solutions that drive measurable business outcomes. Embed learning as a strategic enabler of performance, productivity, and organisational effectiveness, ensuring initiatives are commercially grounded and outcome focused. AI & Future of Work Enablement Shape the learning strategy that supports AI adoption and evolving ways of working, helping colleagues and leaders build the skills, behaviours, and confidence needed to embrace new technologies. Develop scalable approaches to continuous learning and upskilling that enable Trainline to adapt to an increasingly dynamic business and technology landscape. Performance & Leadership Development Design and embed learning interventions that strengthen leadership capability, enhance manager effectiveness, and support a high performance, feedback rich culture. Partner with People Partners and business leaders to build greater ownership and accountability for performance, coaching, and development across the organisation. Learning Experience & Ecosystem Own and continuously evolve Trainline's learning ecosystem, including platforms, tools, external partnerships, and core learning journeys such as onboarding, leadership development, and compliance learning. Make informed build versus buy decisions that balance effectiveness, scalability, colleague experience, and return on investment. Leadership & Stakeholder Partnership Lead, coach, and develop a high performing Learning & Development team, creating clarity of purpose while encouraging innovation and continuous improvement. Build trusted relationships with senior stakeholders across the business, influencing decision making and bringing external insight, emerging trends, and best practice into Trainline's approach to learning and development. Qualifications and Experience Desired Significant experience in Learning & Development, with deep expertise across learning strategy, leadership development, and organisational capability building. Experience operating at Senior Manager, Principal, Head of Learning & Development, or a similar leadership level, with responsibility for shaping and delivering impactful learning strategies. A strong track record of designing scalable learning frameworks, programmes, and operating models that deliver measurable business outcomes. Experience partnering with senior leaders, People teams, and cross functional stakeholders to diagnose needs, influence priorities, and co create effective solutions. Strong capability in leadership and manager development, with experience building learning interventions that improve performance and strengthen organisational culture. A good understanding of modern learning methodologies and learning technologies, alongside experience managing or evolving learning platforms and ecosystems. Experience supporting organisational transformation, behavioural change, digital adoption, or future of work initiatives, ideally including exposure to AI enabled ways of working. A commercially minded and pragmatic approach, with the ability to balance long term strategy with hands on execution and adapt effectively in a fast moving environment. Benefits and Work Conditions Enjoy fantastic perks like private healthcare and 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 are 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. That's why we're committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated.
Trainline is seeking a Head of Legal to support its European growth ambitions during a fixed-term maternity leave. You will shape regulatory and commercial strategies across the EU, ensuring compliance while enabling innovative customer propositions. The ideal candidate will have strong experience in EU regulatory matters, commercial negotiations, and a leader's mindset. Enjoy fantastic perks including private healthcare, work-from-abroad policies, and career growth opportunities in a hybrid work environment.
Jun 30, 2026
Full time
Trainline is seeking a Head of Legal to support its European growth ambitions during a fixed-term maternity leave. You will shape regulatory and commercial strategies across the EU, ensuring compliance while enabling innovative customer propositions. The ideal candidate will have strong experience in EU regulatory matters, commercial negotiations, and a leader's mindset. Enjoy fantastic perks including private healthcare, work-from-abroad policies, and career growth opportunities in a hybrid work environment.
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. Introducing the Trainline Legal Team At Trainline, our Legal team plays a critical role in enabling growth across Europe by helping the business to navigate complex regulatory landscapes, unlock commercial opportunities, and build trusted relationships with industry partners. As we continue to expand across non-UK markets, Legal works closely with teams across the business to shape strategy, support market entry, and ensure we can move forward with confidence in an evolving regulatory environment. Head of Legal - Role Overview Reporting into the Deputy General Counsel, this Head of Legal role is a strategic leadership opportunity supporting Trainline's European growth ambitions on a fixed term basis during a period of maternity leave. Operating at the intersection of regulation, commercial strategy and market expansion, you'll help shape the business approach across multiple markets, translating complex and evolving frameworks into clear, pragmatic action that supports growth, product development and commercial outcomes. Responsibilities Support Trainline's regulatory and competition strategy across the EU, shaping how the business navigates and influences evolving frameworks to influence commercial strategy and market expansion. Use legal and regulatory strategy as an enabler for growth and to accelerate innovative customer and industry propositions. Act as a senior escalation point for complex commercial contract negotiations, providing pragmatic and solutions-oriented legal guidance on high impact issues to shape commercial outcomes. Partner cross functionally with commercial, product and government relations teams to execute strategic priorities outside the UK. Lead and support a collaborative, high performing legal team culture in line with our Team Charter, providing guidance to direct reports while representing Legal as a credible and confident advisor to the business. Drive continuous improvement across legal processes, including the adoption of AI and legal technology tools to improve efficiency, scalability, and business partnership. Qualifications Strong experience advising on EU regulatory matters, ideally within complex, fast moving, or highly regulated industries. Deep understanding of how legal and regulatory developments shape commercial strategy and market positioning. A preference for operating in areas of ambiguity, using sound judgment where precedent may be limited. A commercially minded approach to legal partnership, with experience balancing legal risk alongside growth, market opportunity, and customer impact. Experience supporting sophisticated commercial negotiations and providing business facing legal advice to senior stakeholders. Strong leadership and stakeholder management skills, with the ability to influence across multiple functions and communicate effectively at all levels. A hands on, collaborative approach and a willingness to challenge constructively, support decision making, and act as an enabling partner to the business. Benefits Enjoy fantastic perks like private healthcare and 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. Values 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. Diversity & Inclusion 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. Further Reading Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!
Jun 30, 2026
Full time
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. Introducing the Trainline Legal Team At Trainline, our Legal team plays a critical role in enabling growth across Europe by helping the business to navigate complex regulatory landscapes, unlock commercial opportunities, and build trusted relationships with industry partners. As we continue to expand across non-UK markets, Legal works closely with teams across the business to shape strategy, support market entry, and ensure we can move forward with confidence in an evolving regulatory environment. Head of Legal - Role Overview Reporting into the Deputy General Counsel, this Head of Legal role is a strategic leadership opportunity supporting Trainline's European growth ambitions on a fixed term basis during a period of maternity leave. Operating at the intersection of regulation, commercial strategy and market expansion, you'll help shape the business approach across multiple markets, translating complex and evolving frameworks into clear, pragmatic action that supports growth, product development and commercial outcomes. Responsibilities Support Trainline's regulatory and competition strategy across the EU, shaping how the business navigates and influences evolving frameworks to influence commercial strategy and market expansion. Use legal and regulatory strategy as an enabler for growth and to accelerate innovative customer and industry propositions. Act as a senior escalation point for complex commercial contract negotiations, providing pragmatic and solutions-oriented legal guidance on high impact issues to shape commercial outcomes. Partner cross functionally with commercial, product and government relations teams to execute strategic priorities outside the UK. Lead and support a collaborative, high performing legal team culture in line with our Team Charter, providing guidance to direct reports while representing Legal as a credible and confident advisor to the business. Drive continuous improvement across legal processes, including the adoption of AI and legal technology tools to improve efficiency, scalability, and business partnership. Qualifications Strong experience advising on EU regulatory matters, ideally within complex, fast moving, or highly regulated industries. Deep understanding of how legal and regulatory developments shape commercial strategy and market positioning. A preference for operating in areas of ambiguity, using sound judgment where precedent may be limited. A commercially minded approach to legal partnership, with experience balancing legal risk alongside growth, market opportunity, and customer impact. Experience supporting sophisticated commercial negotiations and providing business facing legal advice to senior stakeholders. Strong leadership and stakeholder management skills, with the ability to influence across multiple functions and communicate effectively at all levels. A hands on, collaborative approach and a willingness to challenge constructively, support decision making, and act as an enabling partner to the business. Benefits Enjoy fantastic perks like private healthcare and 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. Values 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. Diversity & Inclusion 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. Further Reading Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!
Trainline is seeking a Head of Legal to support European growth ambitions during a maternity leave period. This strategic role will involve shaping regulatory and competition strategies while leading a high-performing legal team. Responsibilities include overseeing complex commercial negotiations, partnering with cross-functional teams, and driving continuous improvement in legal processes. Strong experience in EU regulatory matters, leadership, and stakeholder management is essential. The position operates in a hybrid model with perks including private healthcare, a generous work-from-abroad policy, and clear career growth paths.
Jun 30, 2026
Full time
Trainline is seeking a Head of Legal to support European growth ambitions during a maternity leave period. This strategic role will involve shaping regulatory and competition strategies while leading a high-performing legal team. Responsibilities include overseeing complex commercial negotiations, partnering with cross-functional teams, and driving continuous improvement in legal processes. Strong experience in EU regulatory matters, leadership, and stakeholder management is essential. The position operates in a hybrid model with perks including private healthcare, a generous work-from-abroad policy, and clear career growth paths.
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. Introducing the Trainline Legal Team At Trainline, our Legal team plays a critical role in enabling growth across Europe by helping the business to navigate complex regulatory landscapes, unlock commercial opportunities, and build trusted relationships with industry partners. As we continue to expand across non-UK markets, Legal works closely with teams across the business to shape strategy, support market entry, and ensure we can move forward with confidence in an evolving regulatory environment. Head of Legal - Role Overview Reporting into the Deputy General Counsel, this Head of Legal role is a strategic leadership opportunity supporting Trainline's European growth ambitions on a fixed term basis during a period of maternity leave. Operating at the intersection of regulation, commercial strategy and market expansion, you'll help shape the business approach across multiple markets, translating complex and evolving frameworks into clear, pragmatic action that supports growth, product development and commercial outcomes. Responsibilities Support Trainline's regulatory and competition strategy across the EU, shaping how the business navigates and influences evolving frameworks to influence commercial strategy and market expansion. Use legal and regulatory strategy as an enabler for growth and to accelerate innovative customer and industry propositions. Act as a senior escalation point for complex commercial contract negotiations, providing pragmatic and solutions-oriented legal guidance on high impact issues to shape commercial outcomes. Partner cross functionally with commercial, product and government relations teams to execute strategic priorities outside the UK. Lead and support a collaborative, high performing legal team culture in line with our Team Charter, providing guidance to direct reports while representing Legal as a credible and confident advisor to the business. Drive continuous improvement across legal processes, including the adoption of AI and legal technology tools to improve efficiency, scalability, and business partnership. Qualifications Strong experience advising on EU regulatory matters, ideally within complex, fast moving, or highly regulated industries. Deep understanding of how legal and regulatory developments shape commercial strategy and market positioning. A preference for operating in areas of ambiguity, using sound judgment where precedent may be limited. A commercially minded approach to legal partnership, with experience balancing legal risk alongside growth, market opportunity, and customer impact. Experience supporting sophisticated commercial negotiations and providing business facing legal advice to senior stakeholders. Strong leadership and stakeholder management skills, with the ability to influence across multiple functions and communicate effectively at all levels. A hands on, collaborative approach and a willingness to challenge constructively, support decision making, and act as an enabling partner to the business. Benefits Enjoy fantastic perks like private healthcare and 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. Values 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. Diversity & Inclusion 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. Further Reading Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!
Jun 30, 2026
Full time
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. Introducing the Trainline Legal Team At Trainline, our Legal team plays a critical role in enabling growth across Europe by helping the business to navigate complex regulatory landscapes, unlock commercial opportunities, and build trusted relationships with industry partners. As we continue to expand across non-UK markets, Legal works closely with teams across the business to shape strategy, support market entry, and ensure we can move forward with confidence in an evolving regulatory environment. Head of Legal - Role Overview Reporting into the Deputy General Counsel, this Head of Legal role is a strategic leadership opportunity supporting Trainline's European growth ambitions on a fixed term basis during a period of maternity leave. Operating at the intersection of regulation, commercial strategy and market expansion, you'll help shape the business approach across multiple markets, translating complex and evolving frameworks into clear, pragmatic action that supports growth, product development and commercial outcomes. Responsibilities Support Trainline's regulatory and competition strategy across the EU, shaping how the business navigates and influences evolving frameworks to influence commercial strategy and market expansion. Use legal and regulatory strategy as an enabler for growth and to accelerate innovative customer and industry propositions. Act as a senior escalation point for complex commercial contract negotiations, providing pragmatic and solutions-oriented legal guidance on high impact issues to shape commercial outcomes. Partner cross functionally with commercial, product and government relations teams to execute strategic priorities outside the UK. Lead and support a collaborative, high performing legal team culture in line with our Team Charter, providing guidance to direct reports while representing Legal as a credible and confident advisor to the business. Drive continuous improvement across legal processes, including the adoption of AI and legal technology tools to improve efficiency, scalability, and business partnership. Qualifications Strong experience advising on EU regulatory matters, ideally within complex, fast moving, or highly regulated industries. Deep understanding of how legal and regulatory developments shape commercial strategy and market positioning. A preference for operating in areas of ambiguity, using sound judgment where precedent may be limited. A commercially minded approach to legal partnership, with experience balancing legal risk alongside growth, market opportunity, and customer impact. Experience supporting sophisticated commercial negotiations and providing business facing legal advice to senior stakeholders. Strong leadership and stakeholder management skills, with the ability to influence across multiple functions and communicate effectively at all levels. A hands on, collaborative approach and a willingness to challenge constructively, support decision making, and act as an enabling partner to the business. Benefits Enjoy fantastic perks like private healthcare and 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. Values 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. Diversity & Inclusion 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. Further Reading Interested in finding out more about what it's like to work at Trainline? Why not check us out on LinkedIn, Instagram and Glassdoor!
As the Senior Engineering Manager, you will lead multiple engineering teams responsible for evolving the architecture, tooling, and operational capabilities that power Trainline's supply ecosystem. Responsibilities Lead multiple engineering teams and Engineering Managers, supporting growth and development through coaching, feedback, and inclusive leadership practices Define and drive the long term technical vision for how supply is integrated, managed, and scaled across the Trainline platform Own end to end delivery across the Supply Platform domain, ensuring initiatives deliver measurable operational and business impact Partner closely with Product, Data Science, Commercial, and Supply stakeholders to align technical strategy with evolving customer, platform, and business needs Drive the adoption of AI enabled and agentic workflows across engineering and operational processes, identifying practical opportunities to improve scalability, automation, and efficiency Lead large scale platform modernisation and architectural transformation initiatives, balancing long term strategic investment with pragmatic delivery priorities Provide technical leadership across platform architecture, APIs, system interactions, and operational workflows, helping teams make effective and sustainable technical decisions Champion engineering excellence by promoting resilient, observable, and scalable systems, while fostering a culture of experimentation, continuous learning, and operational improvement Qualifications Significant experience leading multiple engineering teams and delivering complex, cross functional initiatives within platform, distributed systems, or large scale technology environments A strong track record of building inclusive, high performing engineering organisations and developing future engineering leaders through coaching and mentorship Experience leading platform modernisation, architectural transformation, or large scale technical change programmes within operationally complex environments The ability to balance long term technical strategy with pragmatic delivery, operational excellence, and evolving business priorities Experience applying AI, automation, or intelligent workflow capabilities within engineering or operational domains, with an interest in how emerging technologies can improve scalability and efficiency Strong collaboration and stakeholder management skills, with the ability to work effectively across Engineering, Product, Data Science, Commercial, and Operational teams Confidence navigating ambiguity and complexity, bringing clarity, alignment, and momentum across teams and initiatives Experience working with APIs, distributed systems, platform architectures, or integration heavy environments, and ideally exposure to platform engineering, workflow orchestration, or operational automation capabilities Benefits 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 know that having a diverse team makes us better and helps us succeed. We are committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated.
Jun 30, 2026
Full time
As the Senior Engineering Manager, you will lead multiple engineering teams responsible for evolving the architecture, tooling, and operational capabilities that power Trainline's supply ecosystem. Responsibilities Lead multiple engineering teams and Engineering Managers, supporting growth and development through coaching, feedback, and inclusive leadership practices Define and drive the long term technical vision for how supply is integrated, managed, and scaled across the Trainline platform Own end to end delivery across the Supply Platform domain, ensuring initiatives deliver measurable operational and business impact Partner closely with Product, Data Science, Commercial, and Supply stakeholders to align technical strategy with evolving customer, platform, and business needs Drive the adoption of AI enabled and agentic workflows across engineering and operational processes, identifying practical opportunities to improve scalability, automation, and efficiency Lead large scale platform modernisation and architectural transformation initiatives, balancing long term strategic investment with pragmatic delivery priorities Provide technical leadership across platform architecture, APIs, system interactions, and operational workflows, helping teams make effective and sustainable technical decisions Champion engineering excellence by promoting resilient, observable, and scalable systems, while fostering a culture of experimentation, continuous learning, and operational improvement Qualifications Significant experience leading multiple engineering teams and delivering complex, cross functional initiatives within platform, distributed systems, or large scale technology environments A strong track record of building inclusive, high performing engineering organisations and developing future engineering leaders through coaching and mentorship Experience leading platform modernisation, architectural transformation, or large scale technical change programmes within operationally complex environments The ability to balance long term technical strategy with pragmatic delivery, operational excellence, and evolving business priorities Experience applying AI, automation, or intelligent workflow capabilities within engineering or operational domains, with an interest in how emerging technologies can improve scalability and efficiency Strong collaboration and stakeholder management skills, with the ability to work effectively across Engineering, Product, Data Science, Commercial, and Operational teams Confidence navigating ambiguity and complexity, bringing clarity, alignment, and momentum across teams and initiatives Experience working with APIs, distributed systems, platform architectures, or integration heavy environments, and ideally exposure to platform engineering, workflow orchestration, or operational automation capabilities Benefits 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 know that having a diverse team makes us better and helps us succeed. We are committed to creating inclusive places to work, where everyone belongs and differences are valued and celebrated.
Trainline is seeking a Senior Engineering Manager to oversee multiple engineering teams transforming the architecture and operational capabilities of its supply ecosystem. You will define the long-term technical vision and ensure successful delivery across the Supply Platform domain. With a focus on fostering an inclusive environment and continuous improvement, this role aims to drive large-scale modernization initiatives and promote engineering excellence through innovative workflows.
Jun 30, 2026
Full time
Trainline is seeking a Senior Engineering Manager to oversee multiple engineering teams transforming the architecture and operational capabilities of its supply ecosystem. You will define the long-term technical vision and ensure successful delivery across the Supply Platform domain. With a focus on fostering an inclusive environment and continuous improvement, this role aims to drive large-scale modernization initiatives and promote engineering excellence through innovative workflows.
