If your criteria is doing something as a pledge then obviously guy two would not make the cut since he didn't do anything and if thats your number one criteria make it your first question and if he fails shuffle him off to accomplish that then talk to the next.

When you add things like this it supports the idea of forcing a char to be a pledge at least 10 hours before talking to them. (kind of like the gayness that is forcing a village app to rank to 25 before interviewing them that is prevelant now that they get truesight as apps at that rank)