How can an Advisor make sure that what is captured in the "What’s Important About…To You" is positive and inspirational if the answer is phrased as moving away from a negative feeling or situation?

It doesn’t matter how they phrase it. Remember, it’s THEIR Values Staircase™. Some people will think of a couple of their answers this way. Ie: not having to worry about paying my bills, but they seldom answer every question this way and, in my experience which encompasses thousands and thousands of Values Conversations™, they never end negative.