@stephenw10 Good call - I'll start here next time pfsense is in this state and see if those requests are making it out of the firewall. I ended up rebooting pfsense last night and everything came back up fully functional. I have no doubt this situation will happen again, and I usually have a chunk of time to mess around with it.
If this indeed only happens during a power outage or loss of provider, I can at least know to reboot the system when the automated alerts tell me things have come back up - that alone is a big win. I can't confirm as I didn't think to check the uptime in the past, but it seems as good a theory as any right now.
I'll keep an eye on this post for any new comments, and I truly appreciate everyone's time and assistance in helping me resolve this issue.