From a reader:

Herman Cain is speaking at my university tomorrow night in defense of free markets and enterprise. I remember you going into a detailed critique of him a couple months ago. Could you suggest some interesting and unpleasant questions to ask him?

I would ask something along these lines:

I would word my question to be sure he couldn’t weasel out of it. Look, you not only missed the biggest downturn of our lifetimes, actually thinking the economy was great just a week before the collapse, but for years you also scolded people who warned of a housing bubble. It’s right there in your columns, so there’s no getting around it. Don’t you think you owe those people an apology? Don’t you think someone who thought an economy on the brink of collapse was in super shape might not exactly be the ideal person to lead the country through a world-historic meltdown of the kind we are experiencing today?

You might derive material for other questions from these links: 1, 2, 3, 4.