What I hate most about helping friends in need is that, once you start coming to their rescue when they need financial aid, it never stops, the help continues until you dare to say no, not to help them. Apart from that, they keep pressuring you to help.
I can give him the money from my pocket and forget it. The problem will remain the same as next time he would expect me to again bail him out. It is not a viable condition he needs to learn about finance the hard way which I am ok with. What he is now asking is another gamble with his life and his family and that is making me insecure as he would either kill himself if this thing does not work out or he would massacre his family and then kill himself. His desperation is real as those loan sharks are now pressurizing him to make the full repayment before the due date or pay them extra within the time frame. I do not want to be part of such situation but I have to help him and that is kind of a messy deal that I am in.
I am not suggesting you not to help your friend but I want you to learn how to say no, to certain things. Not everything that requires a helping hand always.