> We have no retirement savings, because we emptied a small 401(k) to pay for our younger daughter’s wedding.
The author isn't mysteriously broke. Money is not being stolen from his account. Rather, he's spending a lot of money on things which he believes are necessities (like paying for a child's wedding), and sacrificing a lot of things which he believes is optional (like having retirement savings). Some would suggest both categorizations are wrong.
Also:
> we believed [our children] had earned the right to attend good universities
That's actually not how university tuition works, and the rhetorical tricks being deployed here leave me cold. Your daughters did not have the right to attend those expensive private universities; they had the privilege of doing so, because you spent a lot of money you didn't really have to obtain that privilege for them. Which is awesome for them! No doubt it will benefit them (which is why you paid all that money, I imagine). But it's not entirely clear to me how "middle class" paying for your children to go to some of the most expensive schools in the world really is?