I think rather an adviser should give an insightful reason for his advise. Someone who is to advise somebody else is suppose to be someone who is very knowledgeable in the topic of advise. Like the topic in discuss, if the gambler has made wrong decision which has caused him to lose his life savings then he should surmon that courage to first expose his weakness to his listeners before delving into his advise and also anchor his advise based on his mistake but not to condemn it because of his error.

There will be some of his listeners who are also gambling the way he did but they are luckily winning and not getting into same problem that he had found himself in, so if he had given the right kind of advise which should be in two ways as to cause and effect then those who are gambling same way he did would benefit maximally from his advise. But now they are only getting one sided advise, meaning they are also likely to fall in his shoes soonest.

Gambling is profitable and you also run into loses but if you are a responsible gambler, you will know your fault and accept it any time you lose.