a close relative of mine is friends with the Whittingham family, immediate and extended. She was at an event during the summer with them and someone asked a close relative about when KW would retire. Their response was KW loved money too much and wouldn't retire anytime soon since he's making so much and does so little. He's set up his job that people do everything for him and now he only handles the parts of coaching he enjoys.
It doesn't sound like he's going anywhere anytime soon, but take this for what it's worth.