This guide outlines a pragmatic roadmap for Chief Information Officers (CIOs) to effectively adopt AI-native engineering. It emphasizes a phased transformation approach that aligns people, processes, and technology while minimizing risks and enhancing delivery outcomes. The document details several key strategies, starting with the identification of high-impact use cases that provide measurable business value. It advises prioritizing tasks that address bottlenecks and repetitive engineering challenges, particularly in compliance-heavy or costly workflows. The guide stresses the importance of establishing architecture and governance early in the process, including the definition of coding, security, and compliance standards. Additionally, it highlights the necessity of equipping teams through targeted training and change management to foster effective collaboration in AI-native environments. The roadmap also recommends partnering with advisors to navigate enterprise complexities and implementing a phased rollout to refine models and measure success against defined key performance indicators (KPIs).