I used both distributions for quite some time now.
From the freedom perspective, trisquel is a very convenient and save way to run a 100% free OS. In Debian, it's a bit annoying to check every add-on before installing, like in your browser, or maybe also in your desktop environment. Besides, Debian is not always easy to set up; I experienced many installations ending with a shell prompt; you want to fix the issue by quickly installing your DE of choice, but oh: the sources.list don't contain any online resources if you didn't set up your wireless during install (say, you didn't have the wpa key at hand). Then you find that all kind of stuff isn't installed, that your usb stick doesn't get recognized and so on and so on.... BUT it's true: once all problems are fixed and it's actually running, it's running forever and ever. It's the most stable system I've ever used and sadly my experience with trisquel was not quite like that. I can say that not a single one of my debian (stable) systems had any problem - and I'm using it for seven years now. Honestly, the perfect system for me would be Debian with the policy of trisquel.

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