First of all this satisfies the criteria of "offering options which are win/win" because the current environment is this: The Covid situation is having an overall harmful effect on Trump's re election chances. And this has largely been dictated by the left and the media.
Option 1 is that they allow for delay of the election which helps Trump because A) he gets longer in government and B) he allows the Covid situation to change to his benefit, thus removing its negative effect on his re election.
Option 2 is that they fight to have the elections now, and are forced to claim that the covid situation isn't that bad, which again helps Trump.
And beyond this, from a strategic level, everyone is about to fucking lose their mind. Based on a single tweet where he's musing about a plan, everyone is playing their best hands in response.
Art of the Deal.
The changing of the goal posts as frequent as they are has to be waking people up.