What could make GnuPG + Enigmail "easier"?

[Anthony Papillion]

There's been some discussion both on and off this list about the fact
that people don't use GnuPG (even with Enigmail) because it's 'too
hard'. I have friends that are reasonably intelligent who just can't
figure it out and, for the life of me, I just don't see why.

Don't get me wrong, GnuPG by itself can be confusing. Who wants to
compose in a text file, drop to a terminal, issue some archaic command,
open another text file, then copy and paste the results into a new
document just to able to send an email? That's pretty rough and there's
no reason any user should have to do that in 2017. But they don't! I've
used GnuPG and Enigmail for a few years now and I only drop to a
terminal when I /want/ to do so at this point. Encryption, decryption,
signing, etc, never 'requires' it and, for the most part, the software
'just handles it'. Sure, if I add a smart card to the mix that
complicates things but most people aren't going to do that.

So I guess I'm asking "what's so hard about GnuPG/Enigmail these days
and what's stopping us from making it better"?

Anthony