You bet...Sounds like your friends mind is pretty much made up but every once in a while a lib comes along that sees the light. :-)
There are a couple of libs that work for me that have moderated somewhat as we get more in-depth on issues. They find that their bumper sticker mentality does not serve them well when they are forced into a logical debate.
Dr. Sowell has been a priceless resource for me in these discussions. He has a way of boiling an issue down to its essence. I have asked my lib friends for a comparable author that voices their views so I can educate myself on their perspective, but they cannot seem to come up with any.
Have you ever run across an author that presents the liberal economic case in a well though out, logical way? I'm not trying to be funny here. I really would like to try to learn something.