Well, consider GNOME, for example. By default, Trisquel uses GNOME Fallback, which was removed from I think GNOME 3.6 before being re-introduced as GNOME Flashback some time after GNOME 3.8 was released (I don't know if Flashback is available in 3.10 or not). So if Trisquel had been keeping GNOME up-to-date rather than sticking with GNOME 3.4, GNOME would break for most users of Trisquel.

Other than that, getting new versions of programs onto the repo without breaking something is nontrivial. It makes sense to do this with certain programs, such as Abrowser, but there just isn't enough manpower to do backports for every non-essential software update, so some software is going to stay at the old version until a new release of the system.

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