Long story short, I have a very close friend who consults my opinion on many of his gear purchases. I found out this weekend (from his mom) that he is barely making ends meet and is currently getting help to pay the mortgage...meanwhile, he's asking my opinion on the next gear purchase, which he intends to make immediately. Should I say something? He has a wife and two kids at home. I'm starting to feel like an enabler. I like chatting tones and gear with him, but he definitely appears to have more pressing needs.