Skylar challenged her brother to improve his grades after seeing recent test results. Given that the answer to a question is "care about her brother's grades", what is the question?
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Answer: What does Skylar need to do before this?

Jesse took the car to the mall to buy some expensive but fun gifts. Given that the answer to a question is "have a lot of receipts and bags", what is the question?
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Answer: What will happen to Others?

Addison had a very long busy day, Addison slept well at night. Given that the answer to a question is "tired", what is the question?
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Answer:
How would you describe Addison?