"According to the CBO, families in the top 20% pay average federal taxes of 25.1%. The figure in President Reagan's final year in office: 25.6%. "

This doesn't include city, state, and any other number of taxes a person pays. Most people pay upwards of 40% in taxes. I feel like this was intentionally left out.

"Mr. Henderson and his wife, an oncologist, make more than $250,000 a year, and apparently they're struggling to get by"

Chicago has a very high tax rate and housing isn't cheap either. According to Wikipedia, the sales tax in Chicago is 9.75% (this has been reduced from over 10%). It's the highest in the country.