Unlock your digital potential with Winter Hill Digital
If you need to decide what to do
We can provide recommendations on the best approach to tackling your digital problems
If you need to know how to do it
We can help create approaches tailored to your unique circumstances.
If you need support to do it better
We can provide leadership or hands-on support to help deliver the solution to your digital problem.
We’re an independent consultancy that supports business leaders and their teams make strategic decisions, deliver transformative change and build enduring digital capability.
30+
Happy clients
60+
Projects completed
6+
Sectors worked in
19
Years of Digital experience
COnsulting Services
Strategy
We provide recommendations to address key strategic questions, help demonstrate value for money for digital investment and share insights into how digital can be used to address key organisational initiatives.
Planning
We develop digital roadmaps and blueprints to help clients see a path to achieving their business goals. We help ensure success by helping develop transformation plans, implementing stakeholder engagement strategies, or conduct risk assessments.
Delivery
Our experienced consultants can augment your teams, operate as one of your own and helping to drive projects forward.
Upskilling
We provide consultants experienced in upskilling digital talent to close the skills gap in your organisation. Our consultants can deliver training courses, or provide on-the-job support for sustainable success.
What do you get?
Strategy
Outputs are bespoke to your needs but typical outputs might include:
✓ Digital Strategy
✓ Project Audit Reports
✓ Cost/Benefit Analysis
✓ Business Cases
✓ Market/Product Analysis
Planning
Outputs are bespoke to your needs but typical outputs might include:
✓ Digital Roadmaps
✓ Technology blueprints
✓ Transformation Plans
✓ RAID logs
✓ Stakeholder Strategy
Delivery
Typical roles provided by this service include:
✓ Digital Leadership
✓ Programme Management
✓ Transformation Director
✓ Engagement Lead
✓ Agile Delivery Management
Upskilling
Outputs are bespoke to your needs but typical outputs might include:
✓ On demand Lectures
✓ Skills maturity assessments
✓ Training Programmes
✓ On demand Seminars
✓ Coaching/Mentoring
Past Projects
Central Government
#Strategy #Planning #Delivery
Designed and led the MoG IT programme supporting GDS’s transition into DSIT. Served as primary escalation point and managed strategic programme oversight across multiple departments. Collaborated with senior leadership teams across DSIT, CO Digital, and GDS to mitigate organisational risks and report progress to Director General level. Directed key discoveries for new digital service design, security posture enhancement, and SOC capability implementation. Managed complex cross-workstream dependencies, budgets, and diverse stakeholder engagement while ensuring robust Agile governance and adherence to government change processes.
Central Government
#Strategy #Delivery #Upskilling
Scoped and designed a strategic project to improve the security of critical national asset. Successfully delivered Discovery phase, including a Proof of Concept. Coordinated incumbent suppliers, CDDO, NCSC and UKIC to deliver a Preferred Way Forward. Designed a product roadmap to define short, medium and long terms goals for the platform and quick-wins to mitigate an existing issue. Drafted the Business Case and built a blended team of third party and UK Gov colleagues to ensure a successful implementation.
Financial Services
#Strategy
Provided insight and advice on the current and future shape of the digital transformation supplier landscape. This allowed the Bank to build their risk profile before adding these companies as investments in their portfolio.
Sports Betting
#Planning #Delivery
Led the technology workstream for an M&A project to incorporate a recent acquisition into the parent company. Managed senior global stakeholders, aligning their different business goals through clear and strategic communication. Addressed integration issues between physical stores and online businesses by conducting multiple Discoveries and developing a unified digital roadmap.
Education
#Strategy #Upskilling #Planning
Provided insight, lecture content, and mentorship to students at a Top 1% Business School on topics such as Strategy, Value Creation, Risk Management, Benefits Management and Stakeholder Management.
Our other Services
Latest Blog Posts
Ventures
2025 sees us continue to grow our incubator proposition (Winter Hill Ventures) with the beta launch of a new app – WellnessPal on the iOS App Store
We wanted to build an app that helps women continue to achieve their wellness goals throughout the month by factoring in the impact of their cycle.
WellnessPal, initially focussed on the wellness goal of Body Recomposition, intelligently adjusts your meal plans based on the phase of your cycle and what additional nutrients your body needs.



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