Painter will be replaced, one way or another whether you like it or not. He could end up like Keady where they waited too long to replace him and then it became a rebuilding project. Or, Painter can stay as long as he likes and after 20+ years, decides he's had enough and can retire comfortably. At which point, he'll have to be replaced anyways. That could happen in the next 3-5 years.
So, if my job depended on it, I think it would be my responsibility to find the most proven candidate, with the best resume, and offer market value compensation for that track record of success (which will be higher than what Painter is currently making).
Who will that be? I don't know. Haven't spoken to anyone and don't know the budget yet.
Maybe is someone who says "Hey, I can do something with a recruiting base of Chicago, Indy, Cinci, Lvill and Detroit, a great fan base, as well as one of the best home court environments in the country"