Liberating software is no trivial task.
As for loosened rules, non-free is non-free, there's no way around it.
It's up to the user to decide if compromise is an option, and to which
extent/in which conditions. I personally will stay with free software.
Mass adoption can't be achieved when the point is to loosen rules that
represent the core reason of why free software exists.
Plus basing it on Debian (which is free software minus the repo and a few
recommendation for non-free software) wouldn't make Trisquel more popular and
wouldn't change much regarding mass adoption. I mean even Debian with the
non-free parts isn't massively adopted on desktops/laptops. Gnu/Linux as a
whole is like 2% of the total computer users if I remember correctly.
Mass adoption requires (IMO):
- solid software (very little bugs for the average user)
- solid hardware compatibility (even Debian withe the non-free drivers isn't
that popular)
- The last component is knowledge about free-software, and privacy issues,
which to me was the most important motivator. I think people talk about
privacy a whole lot more, but I doubt behaviors really changed.
- ease of adoption/use.
The two last points are still lacking in my opinion.
Understanding how better privacy works with a one page article would be IMO
great. That means people understand, and can use the computer right away,
nothing to tweak, and they can dig further if they want.
Ideally, tor should be installed by default, the normal browser should have a
verly limited set of plugins pre-configured, etc.