All non-public communications should be encrypted. Period.
If you only encrypt selected things, then you are red-flagging those things as something to hide, leaking what is in practical effect contextual metadata, and inviting targeted attackers to seek specifically the things that you wanted to encrypt. Oops.
W0rd.
If you don't mind red-flagging yourself as the-guy-who-encrypts-everything, of course...
I've been dropping shit for those fuckers to flag for decades, hope they love storing data.

Oh, of course they do!
If you don't mind red-flagging yourself as the-guy-who-encrypts-everything something, of course...
FTFY.
If all that is required to scare you into submission and deter you from
perfectly legal behaviour is the
risk that
potentially you may get onto a little list of people-who-doing-something-perfectly-legal, then you should not use crypto at all! Not encrypted communicationscertainly not Bitcoin, which is actually more dangerous to the system. Also, you are so very easy to control. Trivial. Its like youre asking for it.
Enjoy slavery.
For my part, I think that its a little bit too late to worry about being on little lists. I have probably been getting onto more and more of them ever since I was a teenager. If I could go back in time, perhaps I may teach myself a cloak-and-dagger routine so that I could live a total double life like a deep-cover spywell, I
do live in enemy-ruled territory,
i.e. anywhere in the modern world... Anyway, as it stands, if I could be on
only the list of people-who-encrypt-everything, that would probably be an improvement!
Are you so meek that in an age of tyranny, you have not even been sufficiently annoying to
ever get yourself onto a little list somewhere?
N.b. that I have never been arrested. I have no criminal record (and no reason for one). My perspective is
not one of some anarchist jailbird who has nothing to lose. To the contrary!
Why, oh why, do I feel its wise to note that? Because
you are acting like encrypting your communications is quasi-illegal! This is
Nineteen Eighty-Four stuff:
Obey the unwritten laws.