I would tell her he is not a friend and may be she needs to cut her ties to him. It was rude and mean of him to tell her that. Then, when your friend tells him how she feels and he says it is what it is, well again more meanness and rudeness. He could've said it better. They have known each other for 9 years and yet he doesn't know anything about your friend or he would've tried to spare her feelings. Does she defend him when she talks to you about him? If she does, then she obviously really really likes him and probably won't want to hear the truth about what you think. hard situation to be in