Hello @BrettSanders,
Thank you for taking the time to prepare that PDF document outlining your equipment and the current configuration.
Sadly, since the video works at all resolutions with the LED screen but not the OLED screen then we might suspect that this is some sort of interoperability trouble with the OLED screen, or even some combination of these devices with the OLED screen. There certainly could be other factors too.
Of course, testing with a different product like the VGA2HDU or The VGA2HD2 may yield different results. I should hope that they would work, but at the very least it could help to isolate whether you are indeed seeing an interoperability at the OLED screen or with the existing adapter.
I’ll also note that the pattern on the OLED screen appears stretched to me. It may be worth checking the manual for the screen from the ASUS support page to see if there are any settings that could help. If you have documentation for the Nicolet system unit this may have some clues.
I apologize that I do not have a clear answer for you but my goal here is to help to point you in the right direction so that you can narrow down the cause of the no signal issue and be able to determine the next steps. Depending on your needs, this could be simply a different VGA to HDMI converter, or perhaps even a different monitor.
Please let me know if you are able to find a way forward. I would definitely like to know if any of these suggestions help to get you up and running.
David