Answering the question, "have you ever done anything that would demand you go to hell?" is an indicator of where a person's "spiritual wealth" is.
To answer that question with, "I am not perfect, but I don't deserve hell" illustrates that a person has a "spiritual bank account" they are expecting to draw from to "buy" the righteousness that is required to enter the Kingdom of Heaven.
To answer, "I have done some bad things deserving of hell, but I am not as bad as _________________" is an indicator that you are trusting that God is a Divine Teacher that will be grading on a curve and you are expecting to end up on the "right" side of the curve.
To answer, "I have done some bad things deserving of hell, but I do a lot of good too" is an indicator that you are trusting that God is a Divine Accountant that will balance all accounts with a "good versus bad" ledger.
To answer, "Absolutely, I am deserving of hell. I have nothing, I have done nothing, and can do nothing that God should ever allow me to enter His Kingdom" is a person that is "poor in spirit". They recognize they have no "spiritual currency" that can be exchanged for entry into the Kingdom of Heaven.
God breaks a man, He convicts, He crushes, He causes a man to become "poor in spirit", but then He ushers in the Words:
Matthew 5:3 "Blessed are the poor in spirit, for theirs is the Kingdom of Heaven.
A man who is poor in spirit will seek, embrace, plead with, and serve the King of kings, King Jesus because they have had their eyes open to the Truth, that only the Blood of Jesus can wash away their sin. From a heart that has been flooded with His Grace and Mercy flows thankfulness to Him resulting in obedience and service.