i'm like slowzuki check the weather constantly and atleast 2 sources for my area usually the local guys and the noaa. i prefer to have atleast a 3 day or better stretch of good weather try for sunny days and a slight breeze, as if theres any humidity it takes a bit longer to dry. if its been wet/rainy ,like we have out here in the new england lately i would let it stand and dry out b4 i cut, because you will have major headaches if its still wet and you go try to cut depending on your eq., when i worked at a dairy we had high hp tractors and big mowers so they would easily cut wet layed down grass, but for my eq older tractors and a sickle mower forget it. personally i prefer to cut either early evening or mid morning, and thats what we also did at the dairy, seems that their forage analysis they had done gave them good results by cutting at those times, there are many articles about when to cut do a search and you will see whats out there. also if the weather is a bit iffy i'll cut a small chunk at a time and see how it pans out, that way atleast you if you have a break down or rain your not running like a chicken w/ out its head to get everything in b4 the next weather pattern. i'm in a holding position now as i write this been raining for the last few weeks, and we haven't cut anything yet like just about everyone else in my area. i'd say i'm about a week- 2 behind at this point everything is starting to head out, which will mean going balls to the wall if the weather clears mid week like they say, thankfully i work sun-wed if it does, and if need be take some extra days off.