What's the concensus on the best time to ask Permission on new land?

I mean I have 2 local farms..1, I basically have total access..but always stop to yack with the farmer and get the Mandatory Permission slip signed (Ohio). He also clues me in to what he's seeing and he always tells me "kill'em all!"
The second lady is really old and she likes me to ask near the season opener, and again get the slip filled out for the State.

But If I was to ask on a totally new property when is the best time? I know folks don't like you asking just before the season in most cases. But asking now seems too early, to the point it may put some land-owners off??? So what do ya think? Early August?? Season opens End of Sept.