Business support team have been contacted case #70237 For those following, I will provide any further success we have moving forward.

@Vincent-TP any further ideas on what might be causing this?

Further more, if I allow my device to be a device that doesn't require authentication, it connects, the portal window pops up then says success and then allows my device to connect. Furthermore when...

@Vincent-TP and this shows that 8843 is open as it can route out to Apple's default captive portal page on 8843.

Second half of the trace route

@Vincent-TP this is the issue I keep getting, I have checked and added a rule to allow port forwarding to 8843. But we are still experiencing the same issue.This is a trace route directly from our...