[StellarWind]

An obvious approach to circumventing this technology is to create an encrypted pipe between the user's PC and a proxy data center in a neutral country.

Everything that flows between the poker client and server goes inside the pipe. This specifically includes the IP packet headers with the address of the poker site. The IPS cannot determine what is inside the pipe. Nor can it tell where the enclosed packets will go once the proxy puts them on the internet.

Nothing novel about what I've said so far. It's well-known technology and I'm sure your corporate data network clients would know exactly what to do about it. They would have the IPS block the entire pipe. After all, it's their network and they can do that.

Not so easy for the Government. The law doesn't seem to provide for blocking pipes with unknown content and there would be serious First Amendment issues if it did. As long as the proxy service maintains an appropriate distance from the gambling sites and has non-gambling users you won't be able to establish that any particular pipe is carrying gambling traffic as opposed to any of a thousand other things that someone might want to keep private.