The cert is a rapidssl issues cert valid until July 31st. They have about 50 users who will use the SSTP vpn and I've only had two have this issue. One on OneNZ and one on 2Degrees so that rules out some weird provider issue now.
I'm just scratching my head. I think if it continues I'll go out with an ordinary router and see if it behaves. The original guy has an Orbi too but he says he's had it for a long time but this problem was a new one but he might have it setup wrong aswell where he's ending up with a double NAT which might be the cause.