So I think I've narrowed it down to my WISP...which, this ultimately still falls on Roku, as all of my other devices are still working just fine.
I can get all Roku devices to connect and work when connect to my phone's hotspot. It won't work when connected to my home wifi. The problem had just fixed itself one day and worked for a few weeks, and then yesterday all devices stopped again. I'm not sure if my WISP is sending a bad geo-location (which I'm waiting to hear from) or something with a time they are setting. I have confirmed that the time in my router is showing the correct time zone. I don't know what else it could be. Again, it's weird that none of my other smart devices seem to be affected by it, or that I wasn't having any issues prior to the update that my system pushed through on March 3rd. Something Roku did in that update isn't playing well with mY WISP.