I doubt long term that it causes much havoc with three letter agencies. If anything, it simplifies it a small bit because now they can look at the records of on

I doubt long term that it causes much havoc with three letter agencies. If anything, it simplifies it a small bit because now they can look at the records of only two intermediaries, Apple and the CDNs they use. That said, why go to the trouble? Depending on how it's configured, Apple would already likely be tracking your browser history in iCloud, backups, etc. Plus websites that track user activity (e.g. have logins) can be asked directly for data.