This fictitious case study examines the multi-year strategic transformation of NovaTech Solutions, a global IT services enterprise, as it repositions itself from a traditional labor-arbitrage model to an AI-augmented and AI-native software engineering organization. Confronted with margin compression, automation-driven competition, and client expectations for exponential productivity gains, NovaTech’s leadership initiated a comprehensive enterprise transformation centered on AI-assisted coding, AI-enabled DevOps, and advanced AIOps infrastructure. Over a three-year horizon, the company restructured operating models, redesigned performance metrics, recalibrated talent strategy, and invested heavily in AI tooling and cloud infrastructure. The transformation created measurable productivity improvements and margin recovery, yet introduced complex cultural, technical, and governance challenges. Individual contributors grappled with identity shifts and skill displacement anxieties, while managers struggled to redefine productivity metrics and performance systems. Integration challenges across legacy systems and toolchains proved more demanding than anticipated. DevOps pipelines required architectural reengineering, and AIOps deployment introduced model drift, alert fatigue, and operational risk considerations. This case provides a comprehensive examination of the organizational, technical, financial, and strategic implications of enterprise-scale AI adoption in IT services.