Head of Commercial Learning in City of London

Head of Commercial Learning in City of London

City of London Temporary 60000 - 80000 £ / year (est.) Home office (partial)
Oakleaf Partnership

At a Glance

  • Tasks: Lead and manage the Commercial Learning function, delivering impactful learning programmes.
  • Company: Join a leading financial services organisation focused on modernising its learning capabilities.
  • Benefits: Competitive salary, flexible working, and opportunities for professional growth.
  • Other info: Work in a dynamic environment with a focus on innovation and change.
  • Why this job: Be part of a transformative journey where learning drives business success.
  • Qualifications: Extensive experience in Learning & Development within financial services and strong leadership skills.

The predicted salary is between 60000 - 80000 £ per year.

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 organisational 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.

Head of Commercial Learning in City of London employer: Oakleaf Partnership

Join a leading financial services organisation that prioritises employee growth and development within a dynamic and evolving Talent function. With strong support from senior leadership, this role offers the chance to make a significant impact on commercial learning initiatives while enjoying a collaborative work culture that values innovation and strategic thinking. Located in London, employees benefit from a vibrant city atmosphere and the opportunity to be at the forefront of modernising learning capabilities in a fast-paced environment.

Oakleaf Partnership

Contact Details:

Oakleaf Partnership Recruitment Team

StudySmarter Expert Advice🤫

We think this is how you could land Head of Commercial Learning in City of London

Tip Number 1

Network like a pro! Reach out to connections in the financial services sector and let them know you're on the hunt for opportunities. A friendly chat can lead to insider info or even a referral, which can give you a leg up in the application process.

Tip Number 2

Prepare for interviews by researching the company’s recent initiatives and challenges. This will help you tailor your responses and show that you’re genuinely interested in how you can contribute to their learning transformation.

Tip Number 3

Don’t just wait for job postings! Be proactive and reach out directly to companies you admire. Express your interest in their learning functions and ask if they have any upcoming opportunities. You never know what might come up!

Tip Number 4

Utilise our website to apply for roles that catch your eye. We’ve got a range of positions that could be perfect for you, and applying through us ensures your application gets the attention it deserves!

We think you need these skills to ace Head of Commercial Learning in City of London

Learning & Development
Commercial Learning Programmes
Sales Academy Design
Stakeholder Management
Project Coordination
Data Reporting and Analysis
Team Leadership

Some tips for your application 🫡

Tailor Your CV:Make sure your CV speaks directly to the role of Head of Commercial Learning. Highlight your experience in Learning & Development, especially within financial services, and showcase any relevant projects that demonstrate your strategic thinking and hands-on approach.

Craft a Compelling Cover Letter:Your cover letter is your chance to shine! Use it to tell us why you're the perfect fit for this role. Mention specific experiences that align with our needs, like leading large-scale learning programmes or transforming learning capabilities.

Showcase Your Leadership Skills:We want to see how you've led teams and managed stakeholders in the past. Include examples of how you've successfully delivered learning initiatives and improved commercial effectiveness in previous roles.

Apply Through Our Website:Don't forget to apply through our website! It’s the best way for us to receive your application and ensures you’re considered for this exciting opportunity. We can’t wait to see what you bring to the table!

How to prepare for a job interview at Oakleaf Partnership

Know Your Stuff

Make sure you brush up on the latest trends in commercial learning and financial services. Understand the company's current learning initiatives and be ready to discuss how your experience aligns with their goals. This shows you're not just interested in the role, but also invested in their success.

Showcase Your Leadership Skills

As a Head of Commercial Learning, you'll need to demonstrate strong team leadership. Prepare examples of how you've successfully led teams in the past, especially in high-pressure environments. Highlight your ability to manage multiple projects and deliver results while keeping your team motivated.

Be Ready to Discuss Stakeholder Engagement

This role involves a lot of interaction with stakeholders. Think about times when you've effectively collaborated with different departments or clients. Be prepared to share specific strategies you used to understand their needs and deliver tailored learning solutions.

Prepare for Practical Scenarios

Expect to face scenario-based questions that assess your problem-solving skills. Think through potential challenges in building a sales academy or implementing new learning technologies. Show them how you'd approach these situations with a strategic yet hands-on mindset.