
Stuart McSkimming
ASSOCIATE
Key skills
- Technology leadership and CIO-level strategy
- AI adoption and digital transformation in charities
- Service delivery systems (CRM, case management, volunteer matching)
- Stakeholder and partnership engagement
- Enterprise project management and programme delivery
- Public speaking, podcasting and thought leadership
- Tools: MS Office Suite, HubSpot, Salesforce, ClickUp, Trello, Monday, Slack, Miro, Canva, CiviCRM, AirTable
Experience
Virtue Chain: Founder – consultancy promoting AI and technology use in the charity sector. Produces Virtue & Virtuosity podcast (Top 20 Non-profit podcasts, #2 Apple charts) and weekly AI newsletter.
Microsoft Technology-for-Social Impact: Collaborates on strategic AI roadmapping frameworks for UK charities.
Charity IT Leaders: Vice Chair – builds partnerships between charity and private sectors; regular speaker on AI and technology.
Royal British Legion (CIO): Led 40 staff with £7m budget; delivered care home modernisation, transformation maturity model, and multi-million-pound CRM programme.
Shelter (CIO): Led 35 staff with £4.5m budget; delivered Digital Engagement Strategy and case management system transforming services for homeless people.
VSO: Strategic Programme Manager / Head of Software Engineering – developed volunteer matching systems and programme management approaches.
Qualifications
B.Eng (Hons) Electronics with Business Management – York University
Honours and contributions
- UK CIO 100 Award – three times (2020, 2021, 2022)
- Fellow of the Royal Society of Arts
- Recognised sector leader through public speaking and thought leadership in charity IT and AI adoption
- Podcast Virtue & Virtuosity shaping national debate on AI in the charity sector
