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Dear @JelteDeJong 
Could you, please, confirm (and comment) exception 80004005 on each (except the first within current Inventor session) attempt to load Add-In with line:

 

 

        _settingsButton = conDefs.AddButtonDefinition(
            "MyButton DisplayName",
            "MyButton InternalName",
            CommandTypesEnum.kEditMaskCmdType,
            Guid.NewGuid().ToString(),
            "MyButton DescriptionText",
            "MyButton ToolTipText")

 

 

I believe the issue could be fixed with wrapping the line into Try-Catch, but I don't understand what should go after "Catch" (for sure not just "End Try").

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