Lachlan Simpson overhauled the Troubleshooting Documentation for the rstudio/rstudio repository, centralizing support content and expanding scenario coverage using Markdown and Quarto. He migrated disparate support articles into a unified documentation structure, introducing new QMD-based troubleshooting guides for common issues such as desktop startup failures, diagnostic reporting, log file analysis, and state resets. By integrating these scenarios into the documentation navigation via _quarto.yml, Lachlan improved self-service support and streamlined issue triage. His work enhanced documentation maintainability and consistency, reducing duplication and enabling faster onboarding for contributors. The project focused on technical writing, documentation architecture, and migration-friendly content organization.