re: A good buddy called me asking for money yesterday. Update 6/12

In my younger years I had some rough financial patches. I'd do everything single thing possible to pull myself out of the situation before even fathoming hitting a friend up for cash. I've taken on second jobs, etc. to take care of my business.

For me to loan money like that, it would have to be a friend very near and dear to me. And before handing it over, I'd have to have a sit-down with them to go over their problems, exhaust all possible solutions, and come up with a payment plan. I'd want to know exactly where my money is going. Even then I'd be very, very reluctant.