See this video (from 2004 I think). It's an interview between Jon and Michael Kay of the Yankees.
At about 2:51 he is asked by Michael who the person would be that he would most like to have in a foxhole. He answers Richie without any hesitation and says that he is as loyal as they come.
I think up until 2006 or 2007 they had a good relationship. When Richie broke his shoulder during the HAND tour I remember another interview about Richie only being out a short time (which he was). Jon answered that Richie is not going to lie to me, if he says that he will be ready - he will be ready.
It would take me some digging to find that but I remember it well. I think sometime after those years with Richie trying to dry out a few times that the relationship deteriorated.