Head of Learning and Development

Trainline

Define and lead Trainline’s learning and development strategy, aligning it with business goals. Collaborate with leaders to deliver impactful learning solutions for organizational success.

Posted 6/22/2026full-timeLondon • 🇬🇧 United KingdomLead💰 £100,000 - £110,000 per yearWebsite

About the role

Key responsibilities & impact

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.
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.
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.
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.
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.

Requirements

What you’ll need

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

Comp & perks

private healthcare & dental insurance
generous work from abroad policy
2-for-1 share purchase plans
EV Scheme to further reduce carbon emissions
extra festive time off
excellent family-friendly benefits
personal learning budgets
regular learning days

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

learning strategyleadership developmentorganisational capability buildingscalable learning frameworkslearning programmesoperating modelsmodern learning methodologieslearning technologiesbehavioural changedigital adoption

Soft Skills

influencingcoachingrelationship buildinginnovationcontinuous improvementcommercial mindsetadaptabilityperformance managementaccountabilitycollaboration