Apologetics 101

This is only a brief post and I don't claim to be an expert on apologetics. The information here is from my own experience but I'm sure there are better resources out there.

When engaging in a "discussion" or "debate" or "dialogue" with someone not of the Catholic faith, I think there is one especially important thing to keep in mind - if you don't know the answer to a question, or if you just aren't sure how to respond accurately - for Heaven's sake don't TRY and answer it off the top of your head! More often than not whoever you are talking to will seize on this error and use it to his advantage. In the long run it will weaken not only your cause but the cause of the Church.

The truly beautiful thing about the Catholic faith is that we do have the answers. Personally we may not know everything there is to know, but if you look hard enough you can find what you're looking for. If a question is asked of you and you are not sure how to respond, simply say, "I can't answer that right now but if you give me a little time I will get back to you." No harm done.

Nobody has complete knowledge of their faith. However strongly you may disagree with someone, if you cannot answer the argument with a sound, justified answer of your own, don't answer at all. Ask for time and get back to the person. Use prudence.

When the current situation you face is less in the realm of apologetics and more of evangelization, keep these words of C.S. Lewis in mind:

Ever since I became a Christian I have thought that the best, perhaps the only, service I could do for my unbelieving neighbours was to explain and defend the belief that has been common to nearly all Christians at all times. I had more than one reason for thinking this. In the first place, the questions which divide Christians from one another often involve points of high Theology or even of ecclesiastical history, which ought never to be treated exept by real experts. . . And secondly, I think we must admit that the discussion of these disputed points has no tendency at all to bring an outsider into the Christian fold. . .Our divisions should never be discussed except in the presence of those who have already come to believe that there is one God and that Jesus Christ is His only Son.
- from the preface to Mere Christianity

I believe we must first simply lead unbelievers to God, and then hopefully to the Catholic Church. If the person you are engaged with is truly seeking the truth, how else can he end up any where but the Church?

Evangelization

The past couple years (i.e. at Franciscan) I've really been trying/struggling to find a balance between becoming a better person interiorly and making sure to manifest my faith exteriorly. I've always felt guilty about not truly evangelizing. In a way I guess I feel guilty about not sharing the great truths of our faith. Since I've rediscovered my faith I have tried to lead by example but I don't think that's good enough any more. A while back I was thinking that most of my good friends back home probably don't know that I'm a devout Catholic. That was like a slap in the face to me. I want people to know that I'm Catholic and that I love it!
What I mean by "finding a balance" between personal growth and evangelization is that when I would feel that desire or call to bring others to Christ and witness to His love, I never felt like I had the right tools, so I would insead just focus on my own conversion. It was like a tug-of-war between these two different, but very important, things. On the one hand I really wanted to talk to people about my faith but at the same time I felt totally ill-prepared to do so. But then as I would work to become more knowledgable or courageous I would start to feel guilty because I knew I wasn't doing much to advance God's kingdom. Then just the other day it suddenly all made sense. There was nothing wrong with me focusing on myself because that's what I had to do. I felt ill-prepared because I was! And there isn't anything wrong with that. God was making sure that I was ready. I don't mean to say that I have every answer or even that I have total confidence, but I do believe that I have been given sufficient tools.
Well the reason I started this post is because I have one friend in particular who I feel especially called to evangelize too. The problem isn't so much that I'm afraid to make a move but rather what move to make. I want to be prudent about how I approach this. Recently I've decided that the best thing to do would be to introduce him to my faith via a book. Which leads to you. Can anyone recommend a good book for this sort of situation. This person has little to no knowledge of Catholicism or probably of Christianity in general. He's a "typical" fun-loving, no consequences kind of person. I don't think he is anti-religious but rather lives a "ignorance is bliss" type of life. My first thought for a book was Orthodoxy but I'm not sure. I want something that will keep his attention all the way through.