Who Speaks For the Suffering Upper Middle Class?

It seems fatuous to argue, especially in a healthy economy, that the upper middle class faces overwhelming financial insecurities. After all, U.S. stocks have entered the longest bull market ever recorded, the labor force has markedly improved, and small business optimism is at a level unseen since the early 1980s.

On Location: In Hastings-on-Hudson, a House in the Trees

In 2015, after the arrival of their first daughter, Josh and Debra Dean began looking to buy a home, as they were rapidly outgrowing their East Village rental. Their expectations seemed reasonable enough: They wanted a three-bedroom in Brooklyn, with outdoor space, for about $1.5 million.