Cayleigh O’Dwyer is a recognised leader in AI transformation, working at the forefront of how organisations scale AI beyond experimentation into real, enterprise‑wide impact.
Operating at the intersection of AI, people, and transformation, she focuses on one critical challenge: how to move beyond AI hype to build lasting capability, true organisational maturity, and measurable value. Her work is grounded in a simple belief, AI transformation succeeds or fails on culture.
At Lloyds Banking Group, Cayleigh leads large‑scale initiatives that embed AI into the fabric of the organisation, shaping how leaders think, how decisions are made, and how teams operate day to day. She is responsible for driving AI literacy, responsible adoption, and value creation at scale, turning AI from isolated pilots into a core business capability.
Her expertise lies in tackling the hardest part of AI: people, trust, and change. She designs the frameworks, operating models, and learning programmes that enable organisations to answer the questions that really matter: Are we truly AI‑ready? Do our people trust and understand AI? And are we scaling it in a way that is responsible, inclusive, and outcome‑driven?
A sought‑after speaker and thought leader, Cayleigh brings a practical, no‑nonsense perspective to AI transformation. She is known for cutting through the noise to share what actually works, drawing on real experience of driving AI at enterprise scale.
She is a passionate advocate for responsible, human‑centred AI, and believes that when done well, AI should amplify people, unlocking better decisions, better experiences, and better outcomes for customers, colleagues, and society.
Session Overview
From Experimentation to AI Culture: How to Drive Adoption Across the Group
Many organisations are rich in AI ambition but still lack the culture needed to turn interest into lasting impact. This session explores what it takes to build an AI culture that moves beyond experimentation, where curiosity is encouraged, adoption is expected, and people across the business are empowered to use AI with confidence and purpose.
Drawing on real-world transformation experience, we’ll look at how leading organisations are creating the conditions for AI to stick: visible leadership sponsorship, practical upskilling, safe spaces to test and learn, and clear signals that AI is part of how work gets done.
Three Tangible Learnings
1.How to build the cultural conditions for AI adoption
Attendees will understand what it takes to move beyond isolated experimentation and create an environment where AI use is encouraged, supported, and embedded in everyday work.
2.What leadership must do to make AI stick
Attendees will learn the role of visible sponsorship, clear expectations, and practical signals from leaders in turning AI from a side initiative into a shared organisational capability.
3.How to equip people to use AI with confidence and purpose
Attendees will gain insight into the importance of upskilling, safe experimentation, and workforce empowerment in building trust, increasing adoption, and sustaining long-term impact.
Amplifying AI Impact Through Agents
AI agents are rapidly shifting from insight tools to execution engines, helping organisations move from isolated interactions to coordinated action at scale. This session explores how agents are reshaping work across the enterprise, enabling teams to automate tasks, support decisions, and drive more intelligent end-to-end processes.
We’ll look at how organisations are moving beyond single use cases to design agent-driven operating models that connect conversational interfaces, reasoning, orchestration, and workflow execution. Rather than focusing on one channel or function, the session considers how agents can create value across customer service, operations, employee support, and decision-making environments.
We’ll examine how leading organisations are designing agent ecosystems that do more than respond, they plan, retrieve, recommend, and act within clear governance boundaries. Along the way, we address the critical challenges: trust, governance, reliability, explainability, and ensuring agent outputs are embedded into business processes in ways that are safe, accountable, and scalable.
Three Tangible Learnings
1.Understand how AI agents create value beyond single use cases
Attendees will learn how agents can evolve from point solutions into scalable capabilities that automate work, support decisions, and drive value across the enterprise.
2.Identify the building blocks of an effective agent-driven operating model
Attendees will gain insight into how conversational interfaces, reasoning, orchestration, and workflow execution come together to enable coordinated, end-to-end action.
3.Recognise what is required to scale agents safely and responsibly
Attendees will understand the critical role of trust, governance, reliability, and explainability in embedding agent outputs into business processes in ways that are accountable and scalable.
Alternatively, please email sales@eventfulpeople.com for quote, invoice or any queries and we’ll be glad to assist.
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Cayleigh O’Dwyer is a recognised leader in AI transformation, working at the forefront of how organisations scale AI beyond experimentation into real, enterprise‑wide impact.
Operating at the intersection of AI, people, and transformation, she focuses on one critical challenge: how to move beyond AI hype to build lasting capability, true organisational maturity, and measurable value. Her work is grounded in a simple belief, AI transformation succeeds or fails on culture.
At Lloyds Banking Group, Cayleigh leads large‑scale initiatives that embed AI into the fabric of the organisation, shaping how leaders think, how decisions are made, and how teams operate day to day. She is responsible for driving AI literacy, responsible adoption, and value creation at scale, turning AI from isolated pilots into a core business capability.
Her expertise lies in tackling the hardest part of AI: people, trust, and change. She designs the frameworks, operating models, and learning programmes that enable organisations to answer the questions that really matter: Are we truly AI‑ready? Do our people trust and understand AI? And are we scaling it in a way that is responsible, inclusive, and outcome‑driven?
A sought‑after speaker and thought leader, Cayleigh brings a practical, no‑nonsense perspective to AI transformation. She is known for cutting through the noise to share what actually works, drawing on real experience of driving AI at enterprise scale.
She is a passionate advocate for responsible, human‑centred AI, and believes that when done well, AI should amplify people, unlocking better decisions, better experiences, and better outcomes for customers, colleagues, and society.
