"If you printed out every letter you've ever sent to someone and put it in a filing cabinet, it would be totally fair game for a warrant to get the contents of the filing cabinet"
Except that people do not typically do that, and it is reasonable to expect that a filing cabinet will contain only important or current documents. With GMail, you typically see personal messages that date back years, probably long before whatever crime the person is suspected of.
"The problem is the amount of information consolidation modern technology enables and encourages."
I think for once, we might agree. The relevant laws were written with a very different model of communication in mind.