A headless content management system is gaining popularity due to its versatility and ability to dynamize team collaboration, structure reusable components, boost external support services, and streamline localization. Atlassian's experience with migrating from a legacy CMS to a headless CMS resulted in a 87% increased speed in managing, publishing, and marketing their content. The tech offers flexible controls for backend and frontend integrations, decreasing development costs and time to market, while providing custom solutions to meet distinct business requirements. A decoupled/headless CMS is ideal for organizations dealing with an enormous amount of data that need to promote on multiple channels amongst a broad audience. Proper planning and implementation are crucial to avoid the same techniques being employed as before with a legacy one. The system allows for reusable components across multiple platforms, enabling content form, style, and strategy customization. Before migrating, it's essential to lay out a workable strategy, including defining reusable components, setting time frames for events and activities, and easing delivery processes. A headless CMS also offers an isolated architecture, dividing the frontend from the backend and connecting it with an API, allowing content managers to focus more on content than its servers and maintenance. The choice of tech stack ultimately defines the path of migration and long-term effects on business.