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Change Management is the linchpin of IT strategic planning in an era of relentless technological evolution. This chapter delves into the pivotal role of change management in ensuring IT projects don’t just implement new systems but garner genuine adoption, thereby maximizing ROI. By exploring real-world scenarios and varying planning approaches, from Traditional Top-Down to Agile and Hybrid Planning, readers will gain insights into tailored strategies that suit different organizational needs. IT leaders will learn not only the “why” but the “how” of intertwining change management into their strategic roadmap, ensuring smoother transitions and more impactful outcomes.