Hoozh, I say, if you can stand it, you drag it out a bit. OW may dump his ass, and as you said, it's a lot of history to just dump easily in 60 days.
Also, tactically, I think he'll get a lot of pressure from OW to try to speed things along. You seem torn; what better tie-breaker, than to NOT give them what they obviously want??
Maybe he'll be inclined to sweeten the deal as it drags out.
