I finally convinced him to go talk to his friends
Do you think he felt guilty?
He did feel guilty for getting us in so much debt and I couldn't even say it to his face. That was a waste of time and money.
You are a good friend for trying to patch up your friends' relationships, they have someone really precious with you. If you haven't done so they might have continually fighting or even making your life hard too.
I'm going to make sure that he follows through and wants to go through with this.
That is good. If it helps repair your friendship, that is the important thing.