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

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