Yes, he's whining. But the undertone seems to be that he is crushed by debt to the point his life feels worthless. Therefore instead of spending those years only to accumulate debt, he is feeling he could have done just as well sitting in prison, for free.

I think the bigger issue is that people assume going to college leads to getting a job which leads to making more money. In this case, the whiner is stuck because the formula failed for him.

If we could somehow flip the conventional thinking into, going to college leads to building a solid foundation of perseverance and problem solving which can then be applied and traded for something you value, then things would be different. The whiner would then have a new formula which is observe the situation, solve the problem using a vast array of possible solutions and trade for something of value.

The problem in this case.. he can't seem to figure out how to get out of a warehousing job in a down market.

Sad.