I didn't much enjoy it when I was at the other end of it though, and sometimes he went too far. "Try to understand why the person doesn't understand" wasn't something he did enough -- sometimes the person doesn't know the right questions to ask, they just know that their thing doesn't work.
As a helper, it's hard to find the right balance, and I think the most important thing is that if you're getting emotional about it, step away and let someone else take the question. (I at least have been getting better at this over time.)