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PODCAST

The Digital Transformation Playbook

Kieran Gilmurray

Kieran Gilmurray is an Internationally acclaimed expert in leadership, AI, strategy and transformation.He helps boards, executive teams and senior leaders make sense of complex technological change and turn it into practical business value. Most experts make technology feel more complex. Kieran makes complex ideas simple, useful and actionable. He has worked with leadership teams across the globe to help them understand AI, use data to make better decisions and apply technology in ways that improve

technology

All Episodes

17:31

Chapter 10 Talent and Skills for the AI Era: Building...

The Digital Transformation Playbook ·

2026/10/07

This episode features an abridged adaptation of Chapter 10, Talent and Skills for the AI Era: Building the AI Workforce of an Intelligent Organization. Discover why AI transformation is not simply a technology or hiring challenge. It requires leaders to redesign skills, roles, workflows and career pathways so intelligence can become part of everyday work. The episode explores AI’s rapidly advancing capabilities, its impact on knowledge work and the responsibility leaders have to prepare their...

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8:36

Vibe Coding For Leaders

The Digital Transformation Playbook ·

2026/10/05

Vibe coding has shifted from experimentation to an operational capability embedded in modern development workflows. Senior leaders now face a practical question of where it can safely accelerate internal tool delivery without increasing risk.This episode explores how vibe coding can deliver value when treated as a governed system for rapidly building internal tools with clear ownership and measurable outcomes. It explains how to deploy vibe coding for controlled, high-impact internal use.TLDR / At

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10:26

Chapter 8 Governance, Ethics, and Trust: The...

The Digital Transformation Playbook ·

2026/10/01

Responsible intelligence depends on treating governance, ethics and trust as continuous operating disciplines throughout the AI lifecycle.As AI moves from experimentation into core operations, governance becomes essential to scaling intelligence without scaling hidden risk. Effective oversight creates the accountability, consistency and trust needed for intelligent systems to influence consequential decisions safely.This episode explores how governance protects Decision Aperture as AI becomes

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12:04

Scaling AI Safely: How Governance Turns Risk into...

The Digital Transformation Playbook ·

2026/09/29

AI is scaling fast, but governance is struggling to keep pace. As AI systems move into core decisions, the risks grow faster than the controls designed to manage them.This episode explores how organisations can turn governance into a strategic advantage.TLDR / At a Glance• AI risk scaling faster than oversight • Governance as executive responsibility • Regulatory pressure across EU, UK, US • Converging principles across frameworks • Audit logs, oversight, escalation controls • Governance enabling

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31:21

Legal AI: Why Your Firm Needs a Strategy Now

The Digital Transformation Playbook ·

2026/09/28

AI is turning up in every legal team’s inbox, but senior leaders are still stuck on the same dilemma: what’s genuinely usable in law right now, and what’s risky theatre that could blow up on confidentiality, accuracy, or ethics? We sit down with Colin Levy, general counsel at legal tech company Malbek and an adjunct law professor, to get a grounded view of legal AI that goes beyond hype. His headline is simple and sharp: AI is a powerful but imperfect tool, and lawyers need to work with that reality

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11:32

Chapter 7 The Human Element: Culture, Confidence, and...

The Digital Transformation Playbook ·

2026/09/28

AI capability only creates value when people have the confidence, authority, and incentives to act on intelligent signals. This episode examines the organizational conditions that determine whether insight becomes action or stalls inside existing decision structures.It explores how culture, governance, workforce design, and accountability shape intelligent organizations.TLDR / At a Glance• Creators, translators, and operators• Psychological safety under uncertainty• Clear authority for human and

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13:08

Chapter 6 The Intelligent Enterprise: Integration,...

The Digital Transformation Playbook ·

2026/09/21

An intelligent enterprise depends on more than advanced analytics, models, and data platforms. Value emerges when signals, decisions, authority, and actions operate coherently across organizational boundaries.This episode explores how integration turns local intelligence into coordinated enterprise capability.TLDR / At a Glance• System intelligence over isolated capabilities • Connected signals, decisions, and actions • Customer journeys as tests of coherence • Shared authority and accountability •

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14:43

The AI ROI Bottleneck

The Digital Transformation Playbook ·

2026/09/17

56% of chief executives say AI has brought them neither higher revenue nor lower cost over the past year. That stat sounds like a model problem, but we think it is usually an operating model problem: the organisation around the technology cannot reliably turn a capable output into a business outcome.We break down why “better models” so often fail to change the numbers. A model can draft, predict, classify, and recommend, but it cannot fix inaccessible data, broken workflows, serial approvals, manual

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11:11

Why Leaders Keep Adding When They Should Subtract

The Digital Transformation Playbook ·

2026/09/15

The fastest way to slow an organisation down is to keep “fixing” complexity by adding more. More meetings. More KPIs. More tools. More approvals. More governance. It feels decisive and responsible, but over time the accumulation creates execution drag: decisions take longer, ownership gets murky, and teams spend more energy coordinating than solving real problems.TLDR / At a GlanceAddition as a leadership signalCognitive bias against subtractionOrganisational systems that reward launchesBusywork,

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15:24

How to Build Subtraction Into the Operating System of...

The Digital Transformation Playbook ·

2026/09/15

Complexity returns when organisations keep adding projects, tools, controls, meetings, and reporting without systematically removing outdated work. Strategic subtraction becomes sustainable when it is embedded in the operating rhythms that shape priorities, resources, and decisions.This episode explores how leaders can make subtraction a recurring management discipline.TLDR / At a Glance• Quarterly stop-doing reviews • Subtraction gates for new work • Portfolio pruning and consolidation • Visible

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9:33

Chapter 5 Decision Intelligence: Turning Insight into...

The Digital Transformation Playbook ·

2026/09/14

Intelligence creates value only when it changes decisions, behaviour and outcomes. Strong AI and analytics can still fail when workflows, authority and incentives are not designed to act on their signals. This episode explores how Decision Intelligence closes the gap between insight and operational action.TLDR / At a Glance• Insight-to-action gap • Decision Intelligence operating models • Embedded AI decision logic • Authority and accountability design • Incentive and workflow alignment • Decision

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10:41

Gen Z Bosses: Welcome to the Team and Meet Your...

The Digital Transformation Playbook ·

2026/09/11

Your boss might be younger than you, and that is not the real problem. The bigger risk is what happens when organisations promote first-time managers into roles that are overloaded, unclear, and under-supported, then expect them to lead confidently through hybrid work and rapid technology change. We dig into the new management reality: employees in their early to mid-twenties moving into management, often supervising colleagues with more tenure or deeper technical experience, and why this shift is

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18:16

The Future of Advantage Is Organisational

The Digital Transformation Playbook ·

2026/09/10

AI is getting easier to buy, easier to plug in, and harder to turn into a real edge. That sounds like a paradox, but it is the new reality: when everyone can access strong models through cloud platforms, public APIs, and enterprise software, tool access stops being a moat. The advantage moves upwards into the organisation, into the operating routines, decision rights, governance discipline, learning loops, and the end-to-end workflow redesign that competitors cannot copy quickly.TLDR / At a Glance•

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12:34

AI Does Not Scale Through Tools. It Scales Through Work

The Digital Transformation Playbook ·

2026/09/10

AI adoption is accelerating, yet many organisations still struggle to turn faster tasks into meaningful business value. This episode examines why enterprise AI performance depends on redesigned workflows rather than broad access to tools.It explores the Work Layer of the Human AI Operating System.TLDR / At a Glance• Task gains versus workflow outcomes • Workflow redesign as the value lever • Limits of tool-first AI strategies • Ownership, handoffs, and judgement points • Embedded AI in execution

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13:42

The difference between cutting and Creating Value

The Digital Transformation Playbook ·

2026/09/07

Strategic subtraction helps leaders remove work, complexity, and friction without weakening the capabilities that make an organisation resilient. The challenge is distinguishing genuine waste from the capacity, controls, and flexibility that protect performance. This episode explores how leaders can use strategic subtraction to create value through better operating design rather than crude cost reduction. TLDR / At a Glance • Strategic subtraction versus cost cutting • Efficiency, resilience,...

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17:31

The Future of Advantage Is Organisational

The Digital Transformation Playbook ·

2026/09/02

AI access is becoming cheaper and more widespread, making tools alone a weaker source of differentiation. This episode explores why durable advantage now sits in the organisation around AI: redesigned workflows, clear decisions, capable people, trusted governance, and disciplined value measurement. TLDR / At a Glance AI access and adoption are not advantageCompetitive advantage is shifting from tools to systemsCoordination matters more than model noveltyOrganisational learning compounds perfo...

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11:58

Chapter 4 Strategy Before Technology: Designing an AI...

The Digital Transformation Playbook ·

2026/09/01

AI creates advantage only when strategy determines where intelligence should be focused. This episode explores how leaders can build a coherent AI portfolio instead of accumulating disconnected pilots. We examine why strategy must come before technology and why AI initiatives should be treated as investments rather than experiments. TLDR / At a Glance • Focus intelligence on decisions that matter • Put strategic priorities before tools • Treat AI initiatives like capital investments • Govern ...

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20:10

Chapter 3 Decision Aperture in Motion: How...

The Digital Transformation Playbook ·

2026/08/29

Strategic Intelligence only creates value when it moves from insight to action and learning. This episode introduces the Strategic Intelligence Loop: Sense, Interpret, Decide, Execute, and Learn.We explore why organisations with similar tools achieve different results, how feedback compounds decision quality, and the four conditions that keep intelligence moving: Operating Philosophy, Operating Mechanics, People Capability, and a focused Execution Portfolio.TLDR / At a Glance• Connect signals to

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18:28

Chapter 2 Strategic Intelligence: The Discipline...

The Digital Transformation Playbook ·

2026/08/26

Strategic Intelligence helps leaders replace noise and reactive work with a disciplined approach to sensing change, testing assumptions, and acting earlier. In environments where customer behaviour, regulation, technology, and risk move faster than traditional planning cycles, timing becomes a source of strategic advantage.This episode explores how leaders can build a continuous navigation system for decision-making and connect intelligence to judgement and action.TLDR / At a Glance• Strategic

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11:38

Why Leaders Keep Adding When They Should Subtract

The Digital Transformation Playbook ·

2026/08/24

Leaders often respond to complexity by adding meetings, metrics, tools, approvals, and initiatives. Yet accumulation can slow decisions, dilute focus, and consume the attention needed for strategic work.This episode explores strategic subtraction as a disciplined approach to removing work and complexity that no longer create proportional value.TLDR / At a GlanceThe cognitive bias toward additive solutionsWhy organisations reward launches over retirementsExecution drag from meetings, handoffs, and

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