Hey Skeeter,
Several years ago, my then-13-year-old found a loophole to the long-distance block I'd placed on her cell phone. She racked up over $600 worth of charges in one month.
I called the cell phone company, livid with them that there was a loophole that circumvented my expressed limits on the account. The agent I spoke to about refunding the charges made some snarky remark attempting to put the blame on me. I lost my $h!t on the guy, and he finally apologized for criticizing my parenting. I had done my due diligence in adding restrictions to the service and it was up to the company to ensure that my expressed wishes were carried out.
As it turned out, the company was not aware that the loophole existed, and when they tested the sequence of steps my kid had used to work around the block, they realized there was the potential for a lot of people to abuse the loophole and circumvent an oversight in their programming. In the end, they were happier to refund one customer (me!) "before [my kid] announced to all her friends [and they to their friends] what the glitch was and all your parents have to do is complain to the cell phone company and get a refund."
That was one of the fastest fixes I've ever seen done by a cell phone provider.