Gatsby's documentation team undertook a redesign of their documentation sidebar to improve accessibility and usability, driven by the realization that the existing structure was becoming cumbersome. The project involved extensive community collaboration, including feedback from a Request for Comments (RFC) process, card sorting exercises, and usability testing with community members. The team evaluated various documentation structures from other platforms like NextJS and ReactJS, ultimately choosing an accordion menu design that balances visibility and organization. They identified common obstacles such as the need for information consistency between tutorials and guides and the desire for more comprehensive "Getting Started" resources. To address these issues, they plan to add more detailed guides and recipes and encourage community contributions to fill content gaps. The redesign process is divided into phases, with ongoing community involvement encouraged through testing and feedback to refine the documentation further.