What do you think about helping a person who put him/herself in a bad situation?

I am really interested in ideas about choice, consciousness, free will, and personal responsibility. Let me leave this question as the general version for now, although I can give specific examples:

Suppose you know someone who has put him/herself into a bad situation and needs help. It is easy for you to help this person—let’s say it will cost you some time/money/resources, but ones you can easily spare—but it was clearly a poor decision on the other person’s part that caused the problem in the first place.

Do you help the person just because you can? Refuse to help out of a sense of righteousness/justice? Do it reluctantly? Enthusiastically? With a lecture? With promises the person won’t do it again? On other conditions?