Let’s look at this apart from any evidence first to see what kind of logical backdrop it’s against. Saying “I question everything, therefore I’m not a Christian” is as meaningful as saying “I question everything, therefore I’m not relativistic” or “not postmodern” or “not atheist”. Just because a person has learned about questioning things should not necessitate that he is unChristian. So often this idea of questioning seems to imply “I question the claims of Christ”, but not “I question the claims of atheism”.
Questioning everything can become meaningless without certain aims and biases. Sometimes I’ll question the question (which apparently is unfair to them). This can turn into a neat game. “I don’t think you really said that”, “I question whether you really believe that”. “I wonder if I’m having a conversation with a person or with a robot”.
There has to be something we take as foundational truth, unquestionable fact, so that we can begin reasoning. See what we can agree on, and lets start there. They might not accept that the Bible is accurate. They might not agree that God exists. Their brute fact might be “I exist” (right, Descartes). That might feel like a marathon away from Christianity, but it’s a fair start. And when they see a Christian able to talk with them on such terms, they might end up at the end of the “marathon” much quicker than you think.
The evangelist probably needs to get to the root of their questioning. It may not be simply to be open-minded and trying to learn. “Open Minded” often turns into an excuse to be another form of narrow minded. Usually a person like this is quick to accept certain theories that benefit his desires, but is quick to reject ideas that would go against his desires.
Two great places to spin their thinking: “Have you ever questioned whether we really are supposed to question everything?” Or, even deeper, “Have you evaluated everything to make sure that ‘everything’ really does need questioning? (If you have, ‘question everything’ no longer needs to be questioned.” (if that doesn’t give you a brain ache, what will?) Simply exposing the idea to itself puts a lot of “freethinkers” at a road block. The other valuable place to take the conversation is to require unbiased questioning. “The claims of your philosophy deserve the same scrutiny as the claims of the Bible”.
If you’re going to question the historicity of the Bible, the historicity of a myriad of ancient history must under greater question. These things are always questionable. Oftentimes (always, even) we have to be content with the best evidence. Certainty is nearly impossible to come by, and shouldn’t be required before accepting something. A courtroom would never get anything done if absolute certainty was required. What the evidence points to is what the conclusion should be.
The point of all this is not to stop questioning, but to question things with the right attitude. The Bible says to judge with righteous judgement. Interestingly, it also says to question things to see if they are true. Hmm, this means questioning is for the sake of finding out what’s true, not simply to poke holes in things. We have to make sure a person is willing to believe what is true, regardless of how that lines up with their previous ideas.
There has been much discovered and many people benefited because certain people started asking questions. Many have come to faith when they discovered the truth of the claims of Christianity. We Christians can encourage the practice of questioning.
When the evidence is fairly examined, I am confident that the questioner can reach the conclusion that the Christian world view is probably true. The evidence for the existence of God is overwhelming. If I was an atheist, arguments for the existence of God would really haunt me. Wanna question the resurrection too? Gary Habermas, Josh McDowell, William Lane Craig have done taken on a ton of questions on this monumental moment of history. They have concluded that it is the most sure fact of ancient history. (That would also twist me in bits if I was an unChristian.) No other religion is so hotly criticized, but no other religion can withstand such hot criticism. I’m confident that taking to conversation to an evidentiary level will work in the favor of the knowledgable Christian.
In summary, “question everything” needs to be reduced to “question the questionable”. The evangelist can use the “question everything” sword back against them. Question with a fair and open mind. Question the more important things (Does God exist? Did Jesus rise from the dead? etc). Ask questions to really figure things out. Don’t worry what the truth might require of you; just figure out what is most likely true. With such an attitude, questions can lead to a strong Christian faith.