I've never had this issue personally with any of my iDevices before, so I'm not really sure what's going on. Did a little googling and some people recommended doing a restore, which wouldn't be a problem. He only uses the iPad to surf the internet so he wouldn't be losing anything. I'm wondering if anyone else has experienced this though, and if there's anything else we could do? edit: Forgot to mention that this happens like ten times or so and then it finally works for him.