あなたは「自分ってどんな人?」と聞かれたら、どのように答えるでしょうか
- If you were asked "how would you describe yourself," how might you answer?
The basic meaning of でしょう is "might/may be." This translation is making a rhetorical question with a falling tone. The speaker is probably making a point or inviting the listener to engage in some sort of longer dialogue. With a rising tone, it's less invasive because it's not direct like どのように答えますか might be.