"When you faced this sort of problem in the past how did you resolve it?’ = " How did you resolve this problem when you faced it in the past?"' ‘How would you know that you were doing that again?’ -- This is strange, and the only way I can make sense of it would be, for example: " My computer broke, and I had it fixed, but if you don't know what you did that broke it, how would you know that/if you were doing that again!

About that second question, think about some situations where people gradually change their behavior, or they do something that affects other people, without realizing it. Or maybe they have a nervous tick that they do without consciously deciding to do so. Maybe that person wants to stop doing that. Then a friend might say: "Each time I see you doing that, I'm going to give you a look. Otherwise how will you ever stop? How would you know that you were doing that again?" My example is a bit lame but I don't think it's completely contrived. I would guess that in real life that question is occasionally asked using that exact sequence of words, and the listener knows exactly what the speaker said.

Ok now I'm starting to have a sense of that question

Ok, well, if it is in a counselling book, it could be in reference to someone who is having a behavioral, emotional or psychological problem. For example, it could be asking a person to recognize when they are starting to get upset, so that they could stop themselves from getting completely angry and losing their temper.

1) “Cuando enfrentaste este tipo de problema en el pasado, ¿cómo lo resolviste?” 2) “¿Cómo sabrías que estas haciendo eso nuevamente?” <- I'm not sure about this one, but i couldn't found a better alternative, so...