I think I got it. I can not figure out how this happened to everyone so often. It must be strictly timing, because I essentially played the remote like a 2 year old playing a piano until I was able to reproduce it. I analyzed the logs until I was able to understand what was going on. We'll do some internal testing, but I'd really be appreciative for some feedback to make sure I got it.
Essentially, the remote appeared dead. If you took the batteries out and put them back in, it would reset it and fix it. Essentially, it was stuck in a state blocking presses. However, if stuck in this state long enough, it could drain the battery.
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Windows Download
You should be prompted for a firmware update. Update it, and you wont need to do anything else. If you are not prompted, do the following:
Close the software
Unplug the USB-C cable
Remove the batteries.
Press and hold the return and center key while you insert the USB-C cable (image attached)
Start the software
If the above doesn't work, PM me.
Thanks for the patience, this was a bitch.