One of the ethical dilemmas that I have encountered is
when my best friend was having a really big financial
problem. He asked me to help him financially. My dilemma was that I helped him twice on similar problems. We both know what the cause of his financial problem. He was addicted to gambling. I helped him twice financially to save his business, and he still went to bankruptcy, the money was also never returned. This time, I have to refuse to help him, I was being honest to him by telling that I couldn't help him this time, he is running in circle, facing the same problem (in which we did try hard to end his gambling addiction) and also my wife didn't not agree to help him again. He was very disappointed because he said that I was his last hope and he badly need the money to save his ass from a loan shark. And I did feel bad about it, because he always helps me whenever I need. The only thing I could do to him was to talk to the loan shark to give him more time, and thankfully they did.
He is now still on the same situation, bankruptcy and
big debts. I'm still helping him, not financially, but I tried to boost his motivation to be able to come back, introducing him to a potential customers and suppliers, getting fresh ideas to rebuild his business, and keeping him away from his bad addiction.