Hi Rick. I see you are looking to enter into a Winner's League, but only see a few time and dates.
We continually add new draft times and dates. Winner's Leagues are restricted to allow leagues to fill, since the pool of eligible players is way smaller than the overall pool of participating managers. By limiting the number of available times and dates, we can better ensure that each league gets filled by its draft time, and prevent voided leagues due to it not filling.
As we get closer to the season start, you will find that more and more times and dates become available.