I'm happy to be alone on this island, because it's a bit of a tinfoil hat one, but I'm pretty confident we're both playing mind games, the club and Bennett.
It's a game of cat and mouse, Bennett is trying to bluff us, he desperately wants us to fire him and give him a full payout, the only way he sees us doing that is if we get desperate as the pre-season gets under way (which may work), we're calling his bluff for the time being, in hopes that he'll eventually cave and accept whatever buyout we have offered him (Presumably 50-75% of his contract value).
There's still absolutely a scenario in which Bennett coaches us next season, if neither party blinks and it's left too late to be a viable move for us. But I'm still backing Bennett to be gone by early 2019, before the proper pre-season starts. I think Bennett will eventually get his way, and we'll cave, giving him his full payout.