Life Advice



Ask Amy: Troubled son keeps coming back for more

Amy Dickinson, Tribune Content Agency on

Dear Amy: My son has been in trouble with the law for the majority of his life. I have never turned my back on him and at one point even paid an attorney $20,000 to keep him from spending his life in jail.

This was a one-shot deal, and I told him that at the time.

About a month ago, he reached out to me to pay for his latest mess. I refused, telling him I was done helping him financially and he needed to solve it himself.

He has a great job that pays well.

His response was quick and vicious. I continue to be hurt and stunned by his remarks.

He ended the conversation by telling me not to show up at a planned family function, and then he hung up on me.


We haven’t spoken since.

I am so disappointed in him; primarily that he is still breaking the law and secondly for being an ungrateful brat.

I am tempted to remove him from my will and just move on – but this is my child.

I don’t know what to do.


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