[Dork] What is Important

It could be as simple as changing "Refugees got to survive long enough to become heroes and save their people" to "Heroes got to save their people."  I love the idea of regular people becoming heroes, but that one has been eluding me (I shouldn't feel bad, I don't think TSR/WotC got any closer with 36 years into it, either).  So there is that.

What I wanted to actually write down before I dove into some piracy was this:  in games, and this is not new tech, this is just me bashing out some already beaten path, I don't care about the question "Can you [the player's character] do this thing?"  A question that is the hallmark of task-based games.  If that's the question, the story gamers have a good answer for it: yes.  Hell, even D&D in modern editions had that answer, buried under rules and rules and rules.  Can you do this thing?  Yes you can.  This is not worth dice rolling.

These are the questions I want to codify as being worth dice getting rolled:
Can you do this thing despite [$factor against you]?
Can you do this thing such that [$complex situation turns out in your favor]?
Can you do this thing while [$other thing going on]?
Can you do this thing before [$other thing happens]?

Now, technically, all of the 2nd through 4th questions can fall under the umbrella of factors against you - complexity of the situation, divided attention, time limits.  I am wondering, are these meaningful distinctions to you, just on an emotional level, should there be more of them that I missed?