Hillary Clinton has a tin ear about the wealth she and her husband have accumulated. She mistakes a cash-flow problem with being broke. True, they left the White House in debt and had to get a co-signer on their two multi-million dollar properties but they also knew they would be able to earn millions in speaking fees and book advances. The average person who is broke and in debt does not have those advantages.
She also complains that they had to earn twice as much because of taxes. While there is a slight dig at Mitt Romney there, the main complaint is that she resents paying so much in taxes.
Think of the stir it would cause if some intrepid reporter called her on this:
"Madam Secretary, you have complained how hard it was to pay off your debts and get ahead because you had to 'earn twice as much money because of taxes' but your take for a single speaking fee is enough to qualify an individual as 'truly wealthy' according to President Obama. Most in your party consider this a fair share and would like to see taxes on the wealthy such as yourself raised much higher. Do you agree with them?"