Head of Commercial Learning

Oakleaf are partnering with a leading financial services organisation to hire a Head of Commercial Learning on an initial 9-12 month basis (with view for permanent).

This is a high-profile opportunity to join a newly evolving Talent function with strong sponsorship from senior leadership and a genuine mandate for change. The business is investing heavily in modernising its learning capability, commercial effectiveness, and leadership infrastructure following a large-scale integration and wider org transformation.

Reporting into the Director of Talent, the Commercial Learning Manager will manage a team responsible for both business-facing learning and business systems training across the organisation.

This role will suit someone who combines strategic thinking with a highly hands-on approach. While there is a strong consultancy and stakeholder element, the immediate focus is on execution, programme delivery, team leadership, and helping build scalable commercial learning capability within a fast-moving environment.

Key Responsibilities

Lead the Commercial Learning function and manage a multi-disciplinary teamDeliver key commercial and growth-focused learning programmes across the businessHelp design and build a new front-office sales academy, including learning journeys and supporting tools/technologyOversee major learning initiatives linked to commercial capability and systems transformation (SalesForce)Prioritise and coordinate multiple projects to ensure effective deliveryWork closely with stakeholders to understand learning needs and deliver practical, business-focused solutionsImprove learning data, reporting, and dashboards to better demonstrate impactSupport the ongoing development and modernisation of the learning function

About You

• Significant Learning & Development experience within financial services or another regulated environment
• Strong background in commercial, sales, or business development learning
• Experience leading large-scale learning programmes and transformation initiatives
• Comfortable operating in both strategic and hands-on delivery environments
• Proven team leadership and stakeholder management capability
• Pragmatic, delivery-focused, and commercially minded approach
• Experience within wealth or investment management would be advantageous

This is an excellent opportunity for someone who enjoys building, improving, and delivering within a changing organisation where Learning is seen as a key driver of business growth and transformation.

Extra info:

• 2 days a week in London
• Financial Services experience is required