The third-most difficult thing any leader faces is the realization that their reach has exceeded their grasp, and that they have led their team into a quagmire.The second-most difficult thing any leader faces is the realization that their team would be better off without one of its members (particularly a long-standing one), and to take the action necessary to make that happen.
The single most difficult thing any leader faces is the realization that your team would be better off without you, and to take the action necessary to make that happen.