I would like to propose that when we evangelize, we ought to ask more questions than the other person. Jesus frequently used this tactic. What others thought would be a Q&A session was suddenly changed, when Jesus turned it into a Q&Q session.
Below are some questions I have found helpful in different situations. Note, not all questions are appropriate for every situation. You will have to learn to discern what you should ask and when.
Questions about life’s meaning / purpose of life / identity / etc.
Questions about truth / values / falsehoods / priorities
Questions about how to live / how should I act / what is right or wrong
Another way of categorizing questions is by understanding the different kinds of labels that people apply to themselves and trying to drill down on those labels, to get beyond them and see the person behind the label. One of my friends reminds me constantly to “never accept a label in place of a story”. The story tells you what the label doesn’t! But, the label can be a starting point for a conversation.
Questions for Non Believers (atheists, agnostics, etc):
Questions for those from Non-Christian Religions (Hindu, Muslim, Mormon, etc):
Questions for those Christians who are not Catholic: