Concerning GPG, I haven't learned to use it yet, also... But, it doesn't
sound like that much big of an effort.
Concerning the privacy issue, I think that its relation to Free Software
usage is best seen from a different angle...
People who actually use their brain cells and that want to, among other
things, protect (within possible) their privacy end up (for reasons also
stated elsewhere -
https://trisquel.info/en/forum/why-did-you-switch-or-use-free-software-0#comment-36227)
joining the Free Software movement.
That's where I think the relation comes from.