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CIO &  Transformation

Expert IT Strategy & Business Transformation Leadership

Richard Keenlyside is a seasoned Interim and Fractional CIO based in Yorkshire, renowned for delivering executive-level leadership across IT strategy, digital transformation, and technology-enabled business change. With over 34 years of multi-sector experience, Richard has served global organisations from retail and manufacturing to logistics, utilities, and private equity.

Whether providing hands-on leadership or advisory guidance, Richard offers scalable CIO services to align technology investments with business outcomes. He partners with boards and CEOs to navigate complex change, optimise IT operations, and drive innovation through AI, cloud transformation, ERP, and data analytics.

Why Choose an Interim or Fractional CIO in Yorkshire?

Choosing a Fractional CIO in Yorkshire allows businesses to benefit from high-calibre strategic IT leadership without full-time overheads. Richard provides:

  • IT Strategy & Governance

  • Digital & ERP Transformation

  • Cyber Security Leadership

  • M&A Technology Advisory

  • AI, RPA & Automation Expertise

  • Cloud Migrations & Data Strategy

Operating from North Yorkshire, Richard supports regional businesses as well as national and global enterprises, offering flexibility, speed, and depth of insight with a strong understanding of the local business ecosystem.

Real-World Successes

Richard has delivered technology and business transformations for:

  • LoneStar Group (Global CIO): Strategic planning - 100+ servers to Azure, reducing technical debt, implemented global cybersecurity strategy.

  • M.I. Dickson (Fractional CIO/NED): Delivered AI chatbots, Oracle SaaS migration, and a £1.4M uplift in online revenue.

  • FitFlop: Led a global ERP digital transformation with £2.5M technical debt savings.

  • Mothercare: Directed technology carve-outs, cost restructuring, and operational transformation during corporate turnaround.

  • Endava (Associate CIO): Advised on M&A and private equity deals across Europe and the US.

Specialist Capabilities

  • Interim & Fractional CIO Services

  • Technology Due Diligence

  • IT Governance & Risk Management

  • ERP (SAP, Oracle, NetSuite, Infor, Dynamics)

  • Cloud Platforms (Azure, AWS, GCP)

  • AI, Automation & RPA Strategy

  • Data Analytics & Power BI

  • M&A Integration and Carve-Outs

Serving Yorkshire and Beyond

Richard works with organisations across Yorkshire, including Leeds, York, Sheffield, Hull, and Harrogate, providing flexible interim and advisory CIO support. His engagements are tailored—ranging from a few days per month to leading full-scale digital transformations.

If your business needs an experienced Fractional CIO in Yorkshire, Richard delivers insight, execution, and results—on demand.

Interim Fractional CIO Based in Yorkshire

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