Microsoft's Windows 10 May 2019 Update is the first major OS update of 2019, and the latest significant OS update following the Windows 10 October 2018 Update. The update includes many new features, fixes, and enhancements, such as changes and enhancements to the Windows Shell, search and Cortana modifications, tons of settings tweaks, and some new apps. It officially started rolling out on May 21, 2019.