Head of Commercial Learning

Company: Oakleaf Partnership
Apply for the Head of Commercial Learning
Location: London
Job Description:

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 team
  • Deliver key commercial and growth-focused learning programmes across the business
  • Help design and build a new front-office sales academy, including learning journeys and supporting tools/technology
  • Oversee major learning initiatives linked to commercial capability and systems transformation (SalesForce)
  • Prioritise and coordinate multiple projects to ensure effective delivery
  • Work closely with stakeholders to understand learning needs and deliver practical, business-focused solutions
  • Improve learning data, reporting, and dashboards to better demonstrate impact
  • Support 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

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Posted: May 29th, 2026