I care about my best friend like a brother. Lately he's made some questionable life choices that put him in trouble with the law for drinking and driving. He's also unemployed and broke. He complains to me everyday about his bad luck and about his financial troubles. I try to help him when I can because I feel sorry for him.
However, last weekend he decided to go on a trip with his friends and got drunk and partied. I told him I was disappointed in him for doing that. I didn't tell him why yet and we haven't texted since I sent him that message.
To be clear, I am disappointed because, to me, he can't afford to be drinking... not with his lack of income (he's been putting his drinks on his credit card that he can't pay) and not with his still pending legal issues. I know I can't tell him what to do and ultimately it's his choice to drink. But is it OK for me to voice my opinion and express my disappointment at his life choices especially since he complains about it everyday to me? Or should I just keep it to myself and let him learn his lesson the hard way?