I won't tell about my gambling activities and things I went through to random people.  I will only give myself as an example when someone is sincerely asking for advice.  It would be rude to turn them down when they are honest about their concern.

How I tell the story of my gambling activity is dependent on the inquiries of the person who is asking for advice.  Of course I will warn them about the negative consequences of borrowing money for gambling, but as long as they don't ask about my personal experience, I will not disclose my personal struggles (if there is any) what important is I already told them the possible result if they borrow money to gamble and lose.