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The version of the plug-in uploaded to the extension warehouse is signed. If you download the extension from the github repo, those releases are not signed. However, I'm not sure signing is likely your issue here. The image you posted shows the OpenStudio SketchUp Plug-in as enabled even though it is not signed. What is the problem you encounter when trying to use it?

Based on the feet in the model it looks like you are using SketchUp 2021, is that right? What version of the OpenStudio Application are you trying to use? You will need SketchUp 2024 of higher to be compatible with OpenStudio Application 1.8.0 because of the major change to the Ruby version in SketchUp 2024 and OpenStudio Application 1.8.0. See https://github.com/openstudiocoalition/openstudio-sketchup-plugin/wiki/OpenStudio-SketchUp-Plug-in-Wiki#openstudio-sketchup-plug-in-version-compatibility-matrix for more details.