This is why I desperately want Apple to build a VPN service. They are already committed to privacy, and they've got a lot more to lose than some fly-by-night VPN service.
Apple is vulnerable to a national security letter. They can stop your ISP from spying on you, but your data will still be shared with any number of 3 letter agencies and will still likely be vulnerable to logging and pressure from the media industry to accept and process DMCA notices for their VPN users. Apple won't say no if the RIAA threatens to pull content away from itunes.
