I'd love to hear longer stories on your opinion here, because I have theories on the issues with Will's advice, but nobody sees quite enough organizations to quite be certain. The more stories we hear, the more likely we are to get things right.
My hypothesis is that Will's advice is a lot of recipes to create change in organizations, but lacks focus on when to apply them, and how to be sure you aren't bungling it all up by fixing the wrong problem. This makes the ideas more attractive to the dashing, aggressive, confident executive, whether he has a good pulse on the problems, or he is the kind to trust on the wrong people, and fail to see that they are building enemies (as all agents of change do), without getting sufficient number of fans in the right places. So people that like his advice will tend to fail by overstepping. I know some executive who have an entire career like this, company after company: Seeing themselves as the protagonist of every story, and acting like bulls in a china shop, therefore failing politically even if their diagnosis was somehow right, and their changes made sense.
Ultimately the best advice is 'make sure your manager likes you'. Which works just as well if you are a CTO reporting to a CEO, or an engineer reporting to a line manager. It's trivially easy for executives to think this isn't the case, and then be surprised when the reorg comes.