Jamie Pride

Leadership & Transformation Expert, Organisational Design, AI & Enterprise Agility

Jamie Pride is a transformative leader in organisational design, AI strategy, and enterprise agility. With over 25 years’ experience driving business transformation and pioneering human-centred, AI-driven solutions, he inspires leaders to embrace innovation, unlock potential, and build future-ready organisations.

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Jamie Pride helps senior leaders understand what happens when AI reshapes strategy, talent, and value creation faster than organisations can adapt.

A former CEO of realestate.com.au and Partner at Deloitte Digital, Jamie has over 25 years’ experience leading and advising organisations at the intersection of technology, disruption, and organisational change. He has held senior executive and advisory roles across global technology and professional services firms, working with boards and executive teams across Australia, Asia, Europe, and the United States.

Today, Jamie works with CEOs and boards on AI enabled strategy, workforce transformation, and operating model redesign, helping organisations move from experimentation to execution at scale while managing the organisational and leadership implications of change.

Jamie is the author of Unicorn Tears and Validate or Die, and his forthcoming book Expertise, Experience and Empathy: Rewiring Strategy, Talent and Leadership in the Age of AI will be published in March 2026. His work focuses on the human and organisational consequences of AI, not just the technology itself.

A sought-after keynote speaker, Jamie combines the perspective of a former global executive with the insight of a transformation strategist, delivering clear, provocative, and practical thinking for leaders accountable for decisions in an AI-driven world.

Jamie’s work at realestate.com.au was nothing short of outstanding. He ran one of the most highly respected, profitable and internationally recognized brands in the online space. He has outstanding leadership skills, and builds amazing levels of trust and respect within his teams. REA Group
Jamie is a tenacious, extremely knowledgeable, and highly professional executive who provides extraordinary vision and direction, absent of any construct or guidance. His ability to build and develop an outstanding team, and become a trusted advisor to Global 1000 clients was remarkable. He is also someone who you can rely upon for honest, candid feedback, delivered professionally and supported by facts and experience. Cloud Strategy, IBM