This is the article that years ago convinced me it's not worth obsessing about my own technological privacy: http://www.gaudior.net/alma/johnny.pdf
I despise the "if you have nothing to hide..." argument for the surveillance state. And I argue against it every chance I get.
But, practically speaking, I don't have much to hide. I also realized that one can draw more attention to oneself by taking drastic measures to preserve one's own privacy.
I know, citation needed... I believe FB (or a related party) released some research about detecting "holes in the social network". Browser fingerprinting is another front on which I've probably made myself more unique to trackers.
This guide is nice for people that are motivated, but a large chunk of users (probably the majority, but I have nothing to back that up except a guess) will only encrypt their emails when it's as frictionless as sending an unencrypted email.
Encryption tends to be successful when it's baked in to the system (e.g., WhatsApp theoretically), a preset default (e.g., Android 5.x+ and iOS), or requires absolutely minimal effort (e.g., the HTTP -> HTTPS "switchover"). This has been a known issue for a pretty long time [1, 2].