I play with the new Overlay option in SU2023 and got my overlay excluded from the list in UI.
I could access the overlay from Ruby, enable/disable it.
I just realized that it is related to Visual Studio debugger being attached to SU. If I just start SketchUp normally, with the same Debug build, the overlay is listed alright.
You might netter open an issue in the repository for the debugger …
This is not SU debugger related.
It is not even Ruby API related, but I posted it here so other devs who write C/C++ extensions are aware.
Oh well @tt_su might weigh in. I think he has said that a debug build of sketchup.exe is not available to the public.