PS: Stealing from people to line your own pockets is not morally gray my dude. That's pretty deep into the black end of the pool.

I disagree, it's very situational and not black and white like that. At least in a well-designed story framework.
For example, playing through the Witcher 3 game, I grabbed every bit of loot I could steal from peasants' hovels, because I was on a mission to find Ciri and stop whatever world-altering plans the Wild Hunt had for her. I needed that stuff to eat or sell and gear up for the Apocalypse. The peasants don't matter as much as saving the world.
That's the usual hand-wave CRPG's use to justify making theft from those in need serve a higher purpose. If the Black Sun arrives and kills the world with ice, those peasants are dead anyway.