97% of your organisation’s architecture exists only to move information between humans. Not to create value - to coordinate it. Every approval queue, every “just looping you in” email, every handoff is a friction tax your competitors are about to stop paying. The AI-native transition isn’t coming - t’s already here, and the gap between organisations that act now and those that wait doesn’t close over time - it compounds.The AI-Native Playbook is the definitive, battle-tested guide for CEOs, executives, and transformation leaders who want to move from legacy systems to self-improving AI-native operations - before the gap becomes unbridgeable. Drawing on teaching students across financial services, insurance, healthcare, professional services and manufacturing, Rupert Chesman delivers a complete operational framework that actually works: The Five Frictions silently draining your performance (and the exact cost they’re adding to your P&L) - Why bolting AI onto legacy workflows is the most expensive mistake you can make - and why the smartest leaders are building next door instead - The Autonomous Execution Layer - where agent-to-agent workflows complete in seconds what human chains take days to finish - The EDGE Method - Expose, Design, Go Live, Evaluate: a proven four-phase playbook to select your first beachhead workflow, build it, run it in parallel, and scale what works (one team, sixteen weeks, no committees) - Governance at AI speed - boundary-based oversight, kill-switch taxonomy, and the AI-Native Maturity Model so you stay compliant without slowing down - The Singularity Curve and Inaction Tax Calculator - visual tools that let you quantify exactly what waiting is costing you in revenue, talent, costs, and valuation This isn’t theory or another slide-deck strategy. It’s the practical playbook plus ready-to-use worksheets, scorecards, and templates so you can walk into Monday’s meeting and start.If you’re a CEO deciding where to invest, a transformation lead tasked with delivery, or a board member asking the right questions, this book gives you the language, frameworks, tools, and urgency you need.The organisations that will thrive in the next decade won’t be the ones with the best technology.They’ll be the ones that started. Start here.