Good answers!
Question 1b then:
The MC turns to the Angel at the start of the session. "Time to oay for your lifestyle, Angel!"
The Angel says to the hardholder "You got me covered, right? After all, I'm staying in your fort, helping your people out"
Hardholder says "Sure, I got your living expenses covered"
Now, does the Hardholder pay the barter for the Angel's lifestyle, or does the hold provide it by itself?
Based on your answers, I'd say the latter. There are food, security and beds to spare in the barracks, unless the Angel wants a 2-barter lifestyle.