That is a really nice senitment that is based on the assumption that Bobby will approach his retirement in a rational manner with the interests of the school weighing just as much as his own self interest. I don't see that happening.
A couple of observations, I apologize if I am rehashing stuff.
My perspective is that Bobby has already chosen the terms that he would go out on. there is no way that the Head Coach in Waiting came about without his agreement. Now that we are in the midst of "his terms", then it is no longer disrespectful or meanspirited to expect him to honor those terms both in word and deed. He should be using the process to guide Jimbo in the areas that need improvement, such as fundraising and executive responsibilities. Bobby should be handing over more and more of the hiring decisions to Jimbo so that he has his staff in place once he takes over.
A side point is that Rick Trickett is probably the key factor in our improvement, moreso than even Jimbo, and definitely more than Bobby. There is absolutely no reason not to get a deal done now that bowl season is over. Other schools are not going to wait around for the end of his contract to show him some love.