If the coach he wants is currently coaching a playoff team, it provides him with a longer period to milk the attention as long as that team remains in the playoffs.
My guess is the scenario Jerry hopes will happen is that the coach he wants ends up being one of the coordinators for one of the Super Bowl teams.
That way, he can keep the Cowboys in the daily media all the way up to the Super Bowl then attempt to get some of the Super Bowl attention diverted to him and the Cowboys when they announce the hire.
If the team of the coach he wants loses, then he will likely be forced to move ahead with the hire before then.