I would tend to agree but strange things happen in politics.
However it seems that the Cain train wasn't loaded with info, plans, strategies. If it would have been then there would have been a detailed plan of how to handle this situation when it would inevitably come out. If Cain knew and had knowledge of the charges/settlements and made no plans for their eventual surfacing then he lacks planning or strategic thinking.
“Be Prepared” .. A Boy Scout Cain wasn't it seems.