Wiregaurd no handshake

[USC1262]

I have spent 5 hours on this now, and remain completely stumped.
I had a pretty standard wireguard roadrunner installation working, until I changed over to a different computer to connect to the wireguard server. After fiddling around with it, I couldn't get it working again, and eventually wiped out all the wireguard rules and configurations I had. This unfortunately got me nowhere, and I am now left without any working baseline of what used to work.
The only thing I have to work off of is that the handshake isn't completing.
I have run through 4 different guides of installation to no success, could anyone run me through troubleshooting this?