Rolling Jubilee, debtors unions, underwater mortgages, and more: We're about to dive deep into debt. Since people burdened by debt cross all political parties, there’s an opening to organize and find a voice and power. How do the attitudes of different generations play into our moralizing: grandparents (“all debt is bad”), parents (“debt is how you get ahead”), millennials (“debt is the drain on my life”). When individuals with underwater mortgages do it, it’s seen as a drain on the economy. Debt That WorksWhen we look at history, there are whole eras when debt plays a different role than it does today.