Hi! Did you solve this issue? I have the same problem (same scenario) here. It would be too bad not to have a solution for this because one of the sites which ISA Server can not reach is a site that every citizen in the hole country should be able to (it has to do with social health care and government and cards with certificates on it). It is very important that offices which work for the government can reach this site. If not there would be only a couple of ISA servers be use as proxy
I realise that the bandwidth is Sout Africa may not be that great to the rest of the world, but this time out only applies to the few sites, one in particular: www.closefund.net Sites like www.apple.com work just fine.