This is the part where I think he actually is on pretty solid historical ground. Almost every society in history has had significant problems with, and a backlash against, at least certain kinds of debt, where it didn't really seem to be in the interest of both parties. They don't really seem like outlier cases. Most societies seem to have dealt with it by deciding that it's not actually good to require repayment in every circumstance, especially if the debt persists for a while. That's why you have things like the biblical Jubilee---periodic cancellation of all debts---in many societies.