I disagree with this. If you know you can’t win and there really isn’t a path to becoming a contender anytime soon just burn it down. Twiddling your thumbs in purgatory is just a waste of time and how a losing culture finds its way into an organization. Rip the bandaid off as early as possible and try to get lucky on timing that you get another superstar or 2.
Have the difficult discussion with Crosby, Malkin, and Letang and tell them what direction the organization needs to go in and ask if they want out. If they do, make it happen to wherever they want. If they don’t, sell them on the idea of finishing their careers by transitioning the winning culture they created to the next generation of Penguins players.