Question: Riley left their job. It was about time to make a change. Given that the answer to a question is "work hard", what is the question?
Answer: What will Riley want to do next?

Question: Addison found the movie Groundhog Day to funny and watched it four times. Given that the answer to a question is "watch the movie", what is the question?
Answer: Why did Addison do this?

Question: Jesse faced every challenge to his title of champion. Given that the answer to a question is "proud", what is the question?
Answer:
How would Jesse feel afterwards?