Chocolatey GUI, by default, will check for installed packages that are currently outdated (based on available sources) when the application first loads. However, this can be turned of using the Prevent Automated Outdated Packages Check feature, or there can be changes to packages outside of Chocolatey GUI. When these situations occur, you can manually invoke the check for outdated packages using the following button:

NOTE

This button exists when looking at both local and remote sources