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My guess is that you are pointing the OpenStudio SketchUp Plug-in to the installation directory of the OpenStudio SDK. The OpenStudio SketchUp Plug-in needs to be pointed to an installation of the OpenStudio Application instead (the OpenStudio Application is a separate project built on top of the OpenStudio SDK). You will need to pick a compatible version of the OpenStudio Application depending on which version of SketchUp you are using, see https://github.com/openstudiocoalition/openstudio-sketchup-plugin/wiki/OpenStudio-SketchUp-Plug-in-Wiki#openstudio-sketchup-plug-in-version-compatibility-matrix for more information.