Jamie Shepheard

Co-Founder & Joint CEO
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Jamie is Co-Founder and Joint CEO of CloudSquared, with a background rooted in enterprise IT leadership and advisory roles. Over recent years, his focus has been on CIO and Virtual CIO engagements, working closely with executive teams to align technology strategy with business objectives.

Jamie brings a strong understanding of how technology operates within larger, more complex organisations. He advises customers on governance, risk, investment planning, and long-term IT roadmaps, helping them make informed decisions rather than reactive ones.

At CloudSquared, Jamie plays a key role in guiding customers through strategic change, ensuring technology is used as a business enabler rather than a constraint. His enterprise experience provides valuable perspective when supporting organisations as they scale or mature their IT environments.