Thanks for your reply PhilipDAth.
Hmm in looking at this more I'm starting to wonder too if the common thread is driver compatibility.
The SSIDs on the test network are being broadcast from a Meraki MR36, which is an 802.11ax device.
It seems that certain types of network adapters are having trouble interfacing with 802.11ax broadcasted SSIDs.
Here are the results of some testing I've done so far- network adapters and driver versions:
Works:
Intel Centrino Advanced-N 6235
Driver version: 15.18.0.1
Win 10 Enterprise 1903
AirPort Extreme
Firmware version: Broadcom BCM43xx 1.0
macOS Mojave 10.14.6
Android Moto e5 Play
OS version: 8.0.0
Broken:
Intel Dual Band Wireless-AC 8265
Driver version: 20.70.16.4
Win 10 Enterprise 1909
Intel Dual Band Wireless-AC 8265
Driver version: 20.70.12.5
Win 10 Enterprise 1909
Intel Dual Band Wireless-AC 7260
Driver Version: 18.33.17.1
Win 10 Enterprise 1909
I guess my next step is to try and isolate if 802.11ax WAPs and Win 10/Intel WiFi are causing this issue. I'm going to try and get a demo license for an older MR42 I have laying around, add it to my org's test network, turn it on and my demo mr36 off, and see if I have different results with Win10/Intel WiFi compatibility.
Will reply when I have results.
If you have any ideas for further testing/isolation of the issue I would appreciate it.