Looking at old contest data for the possibility of cloud flying is pretty meaningless. Old AH equipment was pretty obvious. However, we all can be busted for not maintaining proper VFR clearances. I really enjoy climbing up the face of a big cu and this has happened at various times waiting for a start. I certainly wouldn’t waste my time during a contest flight on course climbing in those marginal lift conditions. I think that virtually all of the “suspicious data” will be VFR clearance issues or wave conditions.
As a contest pilot, my much bigger concern is the availability of real time (or almost real time) weather information through the use of smart phones in the cockpit. To see and monitor the advancement of a weather front or cirrus deck over a task area is a MUCH larger issue than someone gaining a couple of thousand feet (probably slowly) in clouds. The person cheating with updated weather reports has a much better probability of making better course decisions than the person that doesn’t have that information and, therefore, will have faster times. Will back seaters can finally earn their way?

) I know that folk’s smart phones are a hot button, but in my opinion, we should have a bigger uproar over this issue than AH’s in the cockpit.