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Greetings All, I will chime in here for I like this forum. Seems to be good people looking for good answers. I recently followed the OpenStudioCoaltion's Installation and Introductory Tutoriallink text https://openstudiocoalition.org/getting_started/getting_started/ I tried the installation of OpenStudio-Sketchup-plugin versions v1.10.0 and V1.9.0 and had the self-inflicted errors during initial and subsequent launches of SketchUp Pro 2025 of a bad "Path to OpenStudio Root Directory" popup. When I initially installed the OpenStudio-Sketchup-plugin and was prompted to enter the image description I simply used Windows 11 File Explorer to Copy/Paste the [Path to the OpenStudio Root Directory] prompt box. This was:

List item "C:\OpenStudioApplication-1.10.0+14257a978b-Windows" and in the first case was
List item "C:\Program Files\OpenStudioApplication-1.10.0+14257a978b-Windows"

The use of "\" in the Windows environment and its use in the OpenStudio and SketchUP environments are seemingly not compatible. Changing the [Path to the OpenStudio Root Directory] to:

List item "C://OpenStudioApplication-1.10.0+14257a978b-Windows" and/or
List item "C://Program Files/OpenStudioApplication-1.10.0+14257a978b-Windows"

...this seemed to cure the self-inflicted injury.

This was seen by inspecting and understanding the Error report and the "Malformed version number string..." and noticing the use of "/" rather than "\". A simple syntax error within different coding environments or whatever you call them:). Although, I could be wrong.

Extension Errors Report SketchUp: 25.0.660 OS: Windows 11 Ruby: 3.2.2

Extension: OpenStudio (1.10.0) Error: ArgumentError (Malformed version number string C:/OpenStudioApplication-1.10.0+14257a978b-Windows) C:/Program Files/SketchUp/SketchUp 2025/SketchUp/Tools/RubyStdLib/rubygems/version.rb:223:in `initialize'

Everything is working good now.