So I am having a bit of a confusion about the idea of threatening and challenging my players. For moves like Hack and Slash I know that I can deal damage to my players if they get a 7-9 or  -6 of course, but if my players after being attacked by several enemies and then roll a good Magic Missile +10 and kill one of the guys does that mean I can't deal any damage or threaten them because they rolled well or because there is multiple enemies they should be hit? I'm not sure how to ramp up the challenge or create harder enemies because if my players keep rolling really well then I can't touch them right? They could hypothetically kill an army of dudes? I ask this because my players ran into a situation where they were fighting 20 well trained warriors and I feel it should be tough but how do I do this?

So in one of my recent session two of my players had a duel. I wasn't sure exactly how to use Seize by Force to have them do this duel because Seize by Force imply you are both dealing and taking harm from an npc but Act Under Fire is something that allows you to dodge. The rules we came up with on the spot was using Seize by Force as an "attack" and us Act Under Fire as a "dodge" move so the question I have is has anyone come across this before and how did you deal with or does anyone know a good way of dealing with it?

So I had some crazyness go on in my game of AW and my friend who is playing The Operator has no basically stolen by  force a hold from an NPC so is there any sort of things you guys think I should do with this or simply give him the Wealth move and kind of works things out as the game goes on?

So I get the idea of profit gigs, they are things that the Operator can do on or off screen to make some barter but what I don't follow are obligations gigs. The obligations gigs have down side but if you don't complete them but I don't get when I should enforce the downside or when the obligation gig is in play.
To give example my friend playing the Operator chose Maintaining my Honor (you keep your word and your name / you cross a line) as his obligation gigs. So is the idea here that if he says no to helping someone or doing a job then he isn't fulfilling his obligation or is the idea that he has to go out of his way to say he working towards that? Help would be much appreciated.

So I was looking into the Angel moves and it says you can speed someone recovery at 3:00 or 6:00, 4 Days for 3:00 and 1 week for 6:00 but the question I have is how long you should say it takes to heal 3 or 6 without any Angel. Seeing as how the game doesn't say exactly I assume that, like much of AW, you come up with a house rule so I guess the questions is what do you guys usually say it takes?