Build your workforce from within: Designing reskilling programmes

Recruiting externally to fill digital talent vacancies is expensive and often unsustainable. Building your workforce from within is a more effective way to address these challenges.

Join our Women Pivoting to Digital Taskforce webinar, to hear from Alexandra Sheller, a Financial Services executive with over 20 years of experience at institutions like JPMorgan Chase, across segments including sell-side markets, custody, insurance, traditional and alternative asset management.

Alexandra will be joined by Emma Hutchins (Aviva), Lucy Standing (Brave Starts), and other industry leaders and will discuss how organisations can create reskilling pathways that support women and drive business growth.

Why this matters: Women are eager to move into digital roles, yet many face barriers such as unclear pathways, rigid job descriptions, and training that isn’t connected to real job opportunities. Despite strong motivation to retrain, fewer than one in four digital roles are currently held by women, and although most say they would join an employer-led reskilling programme, only a fraction of organisations currently offers one.

This disconnect leaves valuable talent untapped while businesses continue to absorb the high costs of vacancies and turnover. Reskilling changes the equation: retraining and developing existing employees avoids the expense of attrition and the loss of institutional knowledge, while cutting redundancy costs—recent analysis shows reskilling instead of ‘firing and hiring’ saves firms an average of £49,025 per person.

Employees who retrain internally also reach peak performance faster than new hires and stay longer, boosting productivity. Most importantly, reskilling builds organisational agility, ensuring your workforce can adapt as digital and AI tools reshape roles.

What You’ll Learn:

During this one-hour session, you’ll learn how to design reskilling initiatives that are practical, sustainable, and impactful. Our panel will highlight:

• Proven strategies for internal reskilling – Discover how leading organisations develop and implement programmes that directly address evolving business needs
• Identifying skills gaps and building targeted reskilling programmes – Learn how to assess which skills are needed for critical roles and design focused initiatives to prepare your workforce for these opportunities
• Get the facts on mid-career talent – Explore research that challenges common employer assumptions about mid-career job seekers, using real data to reveal the gap between perception and reality
• Unlock opportunities through internal mobility – Understand how fostering a safe environment and supporting internal career moves can open new pathways for employees and deliver measurable benefits for your organisation.

Register today to secure your place and be part of the conversation on the future of digital talent.

This webinar is the second in a monthly series running through to May 2026.

Everyone that registers will receive the recording of the session. The recordings from other webinars in the series can be found on the Women Pivoting to Digital Taskforce website.

Information on future webinars will be posted on the City of London Corporation’s LinkedIn.

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