Kendall moved the economy in the right direction after she changed a lot of laws. Given that the answer to a question is "smart", what is the question?
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Answer: How would you describe Kendall?

Jesse wrote a song then performed it at their parents 40th wedding anniversary. Given that the answer to a question is "have time to devote to writing the song", what is the question?
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Answer: What does Jesse need to do before this?

Jesse somehow lost every single penny he had left to his name. Given that the answer to a question is "sad", what is the question?
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Answer:
How would Jesse feel afterwards?