Hello lodonnell921; welcome to the forum!
Debian itself should contain only free/libre software by default; as far as I
know, it only makes it simple to add non-free software. If you're careful,
there shouldn't be a problem (of this kind, anyways) with it. The release
date for Trisquel 8 is unknown, but it's being worked on.
I myself use Parabola and I'm happy with it. Parabola has a 100% free/libre
kernel with the grsecurity patches in repositories. I'm using it as my main
kernel and it works very well. I'm not sure what the situation is like at
Trisquel.
I believe that moving away from proprietary software and even proprietary
and/or centralized services is a great thing to do, so I strongly recommend
doing so. One doesn't need to free their digital life completely overnight,
but it's something that we should certainly always strive for; freedom is
very important, after all. I guess that would be my advice. :)
By the way, I've noticed that you use the term “open source.” While it
basically refers to the same software, the term “open source” comes from
a different movement and doesn't evoke/convey the idea of freedom that we
mustn't forget. Calling it “free” or “libre” software is generally
preferred. See
https://www.gnu.org/philosophy/open-source-misses-the-point.html
