This guide provides a structured approach for evaluating Continuous Integration and Continuous Deployment (CI/CD) platforms as organizations prepare for 2025 and beyond. It outlines the common signs that indicate a CI/CD platform may no longer meet the needs of an organization, such as slow pipelines, reliability issues, and increasing maintenance burdens. The document emphasizes the importance of recognizing these signs early to avoid operational friction. It details a four-step alignment process for stakeholders to ensure a collective understanding of the need for change, including naming specific pain points, tying them to business impacts, finding allies within the organization, and setting the evaluation scope. The guide also describes how to conduct a systematic evaluation process, including the creation of a Request for Proposal (RFP) that captures technical and organizational needs, and provides a scoring framework for comparing vendor responses. This structured approach aims to facilitate informed decision-making regarding CI/CD tooling.