@jmeyer The first screenshot, I can’t really say what’s wrong beyond for some reason, shim either immediately exits or doesn’t start so the EFI instead moves onto the next boot option which is IPv6.
The second one, MOK.DER is being loaded, but mokmanager itself (which does the enrolling) is failing to load. Exec format error is usually caused either by trying to load a binary built for the wrong architecture (e.g arm on an x86 CPU) or when you have Secure Boot enabled, but the binary you’re trying to load isn’t signed by one of the keys enrolled in the firmware.
So, for the second one, double check that you have the Microsoft keys enrolled in the firmware, or try it with secureboot off and see if that fixes it.
I’m not quite sure what to suggest for the first one, other than maybe try network booting with secureboot off to the standard snponly.efi binary.