Wikipedia tells me that both of the judges that ruled emails are unprivileged were born in 1946. The judge who ruled against the government, however, was born in 1955.
I don't think this is a coincidence. I'd be surprised if the former two judges even used email at all.
I really don't think that makes much difference. I'd be much more interested in the judges' political affiliations. The notion that attorney-client communications are privileged, regardless of medium, is not a new concept.
In the same way an unencrypted telephone call is also like a postcard (or posting a tape), but we still have laws protecting that information flow, like the client attorney privilege.
What we are seeing now is just a power grab from governments and organizations to have "novel" forms of communication classed as less protected so they can reap the benefits of being able to intercept it. This is exactly how a legally protected and democratic society breaks down.
There are only two ways to solve it. Either protect all forms of communication without discrimination, or use or invent technology to prevent it being possible in the first place (and not outlaw that technology). There are no other ways.
I don't think this is a coincidence. I'd be surprised if the former two judges even used email at all.