Part of my reaction to this story is self-defense and fear. I live in the US and from birth we're inundated with narrative about how we should live and what we should strive for. The nice house, nice car, nice job... "Nice" being defined externally, always. If you don't want to slip into the pre-carved paths, you need to stay vigilant.
In a sense, shaming this story is a fight against that narrative. By buying into it, the author reenforced it and then suffered the consequences when reality struck. Situations like this are obviously very personal and it's hard to judge on an individual level but in aggregate what they have done is causing damage beyond their own life. Not just the public funds they're now using, but by perpetuating a culture that the author presents as not only acceptable but desirable.
From the car to the house to the journalism degree. No choice showed any foresight and unfortunately large swaths of our population are living this life everyday.
At some point very soon, all of this story is going to have to come to an end and I'm not sure what will replace it. I personally believe that having (and keeping) sharp technical skills, being entrepreneurial and keeping your costs well below your means provide an answer.
In short, it's going to be an interesting decade to come.