Either way he or his inner circle is going to anoint someone who will continue the status quo. They're not suddenly going to be led by a Gorbachev or Yeltsin. They'll probably install Putin's chief poisoner.
Eh. Two other possibilities:
1. People like Pooter don't keep subordinates around that have the same, let's call them "talents", that Pooter does. Keeping people like that close is inviting assassination.
2. Pooter had a unique level of skill in, let's call them "talents". Nobody could outplot and outmanuever all of the free world like Pooter. Littlefinger was a punk compared to Pooter. He was one in a billion. Can't find a replacement with that level of "talent".