Random iPad Issue - Secure Sites and Proxy Authentication via AD

[Finchwizard]

We have an AD server which our Smoothwall authenticates all our users against.

 

We have basic Auth with Smoothwall, and aren't using any SSL pages or anything like that.

 

Randomly, and I mean very randomly, I'll have an iPad that will refuse to connect to ANY secure site.

It works great on every other site however, and that's with authentication settings turned on under the Wifi Config.

 

If I look under Smoothwall logs, I see real time filters saying 407 errors which is not authenticated.

If I go and look at System logs, I can see that it says bad password.

I can type in the password into a PC and it works fine.

If I change the password in Active directory, it still won't work.

 

There's nothing wrong with the password, because it's using the same credentials to get onto regular websites.

 

It's as if Safari has remembered a wrong password somewhere along the line, and it's just constantly feeding that back to Smoothwall for authentication against all SSL sites. And it fails.

 

Has anyone ever come across this?

 

I've had it even persist with an entire iPad reset, so I'm not sure if it's a Smoothwall issue or not.