Hi Jake,
Well, I found out in wind conditions beginning at around 12 knots (with my particular sail plan) I would have "difficulty" oversheeting the main. (190 sq. foot square top) I am a personal trainer and consider myself fairly strong. He attached some leach telltails and explained what to look for, in addition to how the main looked. Also, I was told to leave the wrinkles in the main when going to weather until getting overpowered while double trapped. Evidently I was applying the downhaul too soon.
Dave