Head of Digital Enablement

Your Role:

We’re looking for a visionary and delivery-focused Head of Digital Enablement to lead the charge in transforming how we build, deliver, and evolve digital solutions across our business. This is a strategic leadership role, acting as the crucial translation layer between cross functional capabilities.

You will champion a product-centric, user-centred, and data-informed mindset, helping us move beyond traditional IT project delivery into a more agile, outcome-oriented approach. By shaping virtual squads and building a dedicated capability in UX/UI, business analysis, and digital delivery, you’ll drive tangible value across underwriting, risk, finance, and other key domains. You’ll ensure our solutions aren’t only user-friendly and scalable, but also deeply grounded in data insights, predictive modelling and emerging AI capabilities.

What you’ll do:

• Champion digital and data-enabled ways of working, driving the adoption of product thinking, agile delivery, and insight-led design throughout the organisation.
• Build and lead a small, high-impact team of UX/UI designers, business analysts, and product-focused professionals to support delivery excellence.
• Orchestrate virtual squads that bring together expertise from across engineering, data science, and technology, aligned around business areas or core products.
• Ensure that data insights, predictive analytics, and AI opportunities are embedded into digital products from the outset.
• Serve as a strategic translator, building common understanding across cross functional capabilities.
• Act as the interface between strategy and execution, aligning digital initiatives with organisational priorities and enabling faster, better delivery of value.
• Define and embed frameworks for discovery, prioritisation, and continuous improvement, ensuring digital and data investments focus on what matters most.
• Coach and support internal teams in adopting modern digital practices, bringing clarity, structure, and energy to transformation efforts.
• Help shape the cultural and behavioural change needed to move from siloed delivery models to collaborative, cross-functional data and outcome driven product teams.
• Champion the responsible use of data and AI in product development, balancing innovation with governance, ethics, and user trust.

What we are looking for:

• Experience leading digital transformation, product enablement, or agile capability building, with a strong focus on data driven products.
• Strong understanding of modern digital delivery practices, including agile methodologies, user-centred design, lean product development, and experimentation frameworks.
• Exposure to or experience working with data science, analytics, or AI teams, ideally integrating insight into digital products and services.
• Proven ability to translate strategic objectives into actionable digital roadmaps and outcomes.
• Demonstrated success in building or managing cross-functional teams, ideally in a matrix or virtual squad model.
• A track record of driving organisational mindset and cultural change—you know how to bring people with you on the journey.
• Excellent communication and influencing skills; able to engage senior stakeholders, coach team members, and facilitate cross-functional alignment.

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