My buddy is at a crossroad, what do you think ?

Last night I was at my buddys house and I saw his GTO sitting in his driveway. He has owned this car just as long as I have owned my Dart, in fact we bought our cars two weeks apart during our senior year in high school...that was 23 years ago. In typical fashion as the years wore on the car was driven less and less, and neglected more and more. He told me he was thinking about selling, but he feels funny about it becuase he had it so long. I asked him if he is keeping it because he still loved the car, or because he loves the memories he has with it...he couldn't answer that. He did say he would like to get something like a Charger or a firebird, so it's not like he lost interest in cars all together.What do you think ? Any of you sell cars after owning them for long periods of time ?