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CIO/CTO &  Transformation

Chief Information Officer Advisory Services |
Richard Keenlyside

Strategic IT Leadership for Complex Environments

Richard Keenlyside offers unparalleled Chief Information Officer (CIO) advisory services tailored for organisations navigating complex digital transformations. With over three decades of experience in senior leadership roles, Richard has successfully advised businesses in professional services, retail, manufacturing, logistics, telecommunications, automotive, oil & gas, and financial services sectors.

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Chief Information Officer (CIO) Advisory Services

CIO Advisory for Growth, Efficiency & Innovation

As a trusted interim and fractional CIO, Richard delivers impactful advisory services designed to align IT with broader business goals. His approach integrates IT strategy, operational transformation, data governance, and digital innovation. He provides CIO advisory services that drive measurable improvements in efficiency, cost reduction, and revenue growth.

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Whether your business is scaling rapidly, navigating M&A, or restructuring, Richard’s CIO advisory model ensures technology becomes an enabler, not a bottleneck.

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Experience that Delivers Results

Richard has:

  • Served as Global CIO for multi-national enterprises with operations across the UK, US, UAE, China, India, and Australia.

  • Delivered IT strategies that reduced technical debt by millions while transitioning to modern cloud infrastructures (e.g. Azure).

  • Led cybersecurity overhauls, introducing robust frameworks including SOC outsourcing and penetration testing.

  • Designed and implemented global IT operating models supporting business units across 13 countries.

  • Directed ERP transformations across SAP, Oracle, Infor, and Microsoft Dynamics platforms.

  • Enabled successful private equity exits through IT and digital due diligence and value creation planning.

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Fractional CIO Services for Agile Businesses

Richard’s fractional CIO service offers flexible, high-impact leadership without the full-time cost. Ideal for SMEs and PE-backed firms, this model is tailored for:

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  • Defining and executing IT and data strategies

  • Establishing governance and programme management frameworks

  • Leading IT due diligence for M&A

  • Overseeing ERP selection and implementation

  • Aligning technology with strategic business objectives

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Clients benefit from access to deep expertise in AI, RPA, cloud computing, and data analytics—all through a cost-effective engagement.

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Private Equity CIO Advisory

Richard provides CIO advisory services to leading private equity firms and their portfolio companies. His involvement spans:

  • Digital due diligence and risk assessment

  • Technology carve-outs and integrations

  • ERP and WMS selection and roadmapping

  • Scalable IT and data infrastructure for value creation

  • Technology leadership through investment lifecycle

He has advised on over fifteen global M&A deals, supporting successful exits by identifying technology opportunities, risks, and operational improvements.

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Sector-Spanning Advisory Experience

Richard’s CIO advisory services are enriched by hands-on experience across diverse industries:

  • Retail & eCommerce: Digital transformation, CRM, supply chain integration

  • Manufacturing & Logistics: ERP/WMS deployment, MES integration, operational IT strategy

  • Financial Services: Regulatory compliance, data security, IT governance

  • Utilities & Facilities Management: Automation, cloud transition, infrastructure strategy

  • Telecommunications & Transport: Network design, OSS/BSS architecture, AI-driven efficiency

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CIO Advisory That Transforms IT Into a Business Asset

Richard brings a pragmatic, commercially aware perspective to CIO advisory. His recommendations are rooted in business value, enabling stakeholders to make informed decisions with confidence.

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As an author and speaker on digital transformation and AI, Richard remains at the forefront of technology leadership. Clients rely on him for honest, strategic advice that drives long-term success. Richard brings:

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  • Proven delivery across global, multi-sector organisations

  • Deep expertise in IT strategy, transformation, M&A, and governance

  • Trusted advisor to C-suite and private equity firms

  • Hands-on delivery with strategic oversight

  • British professionalism, integrity, and discretion

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