Excerpt from To Stop a Tyrant by Ira Chaleff
In my book To Stop a Tyrant, I identify five types of a political leader’s followers. Given the importance of access in politics, I range these from the more distant to the closest. In the middle are bureaucrats. No political leader can accomplish anything without a cadre of bureaucrats to implement their vision and policies. Custom, culture and law establish boundaries for a bureaucrat’s freedom of action. At times, these constraints must be balanced with moral considerations. The following excerpt discusses ways in which bureaucrats need to thread this needle.
The Bureaucrat’s Dilemma When Dealing with a Charismatic Autocrat
There is a dilemma the bureaucrat dealing with an autocrat may face. Leaders and followers always interact within a specific context. In democratic societies, the strongman or autocrat is typically elevated to office in periods when the populace is experiencing social anxiety, economic uncertainty or external threat. They are primed for the message of a charismatic autocrat who promises them easy answers to difficult problems and targets the existing government as the problem for inaction.
While the charismatic populist is using and inflating the existing anxieties, there is often an element of truth to what they are saying. The people may be wondering why the government can’t do something to ease their anxieties or deprivations. The government can in fact do so, but it rarely moves quickly and dramatically. Its established processes, some mandated by law, some by rules and regulations, others by custom, often require the input of many constituencies and coordination between a number of different agencies and layers of government. This requires meetings, hearings, comment periods, collaboration, compromise and documentation, all of which take time.
A short-term value of the populist autocrat is that they do not hold themselves to these protracted processes. With little respect for diverse perspectives or conventional norms, they tear through the maze of obstacles and seek to ram through solutions. This is a two-edged sword. On one side of the blade, this cuts through cumbersome process and accelerates muscular responses to the conditions creating anxiety, earning the support of the populace. On the other side of the blade, ramming through solutions weakens the institutions designed to equitably assign resources to programs and populations, and opens the process to large scale corruption that is difficult to document.
The principled bureaucrat is committed to preventing the latter, but must be politically astute about not thwarting the former, which has the support of the populace. This is not a task that responds well to purists. The bureaucrat will need to walk the line to support rapidly easing the burdens of the populace while maintaining the integrity of the institution and its processes.
Refusing orders that violate human rights
The greatest responsibility for correct followership to political leaders resides in a special class of bureaucratic followers — the military, law enforcement, and intelligence services. There is a conundrum here. Those who serve in these authorized vehicles of State power must be willing to use force, and at times lethal force, at the command of legitimate political leadership, yet also need to be the most willing to disobey if the order is illegitimate.
In liberal democracies, the oath taken is to defend against all enemies of the constitution, internal and external. But in the case of a de facto or actual coup, both sides will claim legitimacy regardless of objective reality. How will military personnel, intelligence, or law enforcement officers recognize the true defender from the usurper?
The usurper of political power violates the essential values that protect individual freedoms and collective decision making, supposedly in defense of the State, while undermining their very core. The classical meaning of the term “liberal values” must be understood and differentiated from attempts to distort and degrade its meaning. Classical liberal values are the sacrosanct protections of individual freedom to think, speak, write, associate, congregate and live free of arbitrary government coercion. The only legitimate constraints on these rights are where their use denies or abrogates the same rights for others.
Interestingly, these rights conferred upon all human beings living within a society are not fully given to the bureaucrats themselves, or to the armed enforcers of the law and protectors of national defense. In those capacities, individual rights are subordinated to the constraints and responsibilities of the role they are serving. It would be chaotic if everyone in a government agency were freely giving their opinion to the media of the correct interpretation of events, policies and preferred strategies. Or enforcing their own interpretation of laws and regulations. There is merit to norms and rules that require government policy positions to be systematically developed, communicated and executed.
To thwart or support?
Bureaucrats know there are a variety of tools that can be used to thwart policy changes or implementations. Morally, this is again a two-edged blade. If being used to delay or block patently immoral policies one can argue the justifications for these tactics. But in a liberal democracy this is also a problem. The government is elected to formulate policies. If this is done in reasonably fair, transparent and lawful ways, it is not the place of the bureaucracy to thwart those policies.
But what about when the elected government operates in deceitful, secretive and unlawful ways — in other words as a proto-tyrannical government? What is the bureaucrat’s responsibility?
If the politics are still largely democratic, the offending government can be turned out of office in the next election cycle. Bureaucrats aware of this, may choose to slow walk, stall and delay policy approval or implementation to mitigate damage. The ethics of this can be argued, but the use of procedural power is part of the politically savvy tool kit. If the government retains power in a fair election, bureaucrats are faced with complying or, in egregious situations, resigning on principle. Continuing to sabotage the government undermines the representative government they are seeking to defend.
If the democratic political process has been eviscerated by an autocratic regime, reducing it to a mere fig leaf, how does the ethical equation change? It is in this situation that “just following orders” is a crime and followership is tested at its moral core.

It is in the window where the abuse of power is evident and documented, but before power is consolidated, that the bureaucrat needs to act. Once power is consolidated, senior positions will be filled with cronies, adjudication processes will be nullified or packed with lackeys, media channels will be suborned or shuttered, political opposition will be silenced.
The bureaucrat who has played it safe in their career is thrust into a moral role that is anything but safe. Their core principles tightly interwoven with political awareness, are needed if they are to walk with head held high (and still attached), through the minefield being lain by the proto-tyrant.
Taking the liberty to degenderize the words of the great playwright, political dissident, and former President of the Czech Republic, Vaclav Havel, they remain highly salient:

Ira Chaleff is a speaker, innovative thinker and the author of “ To Stop a Tyrant: The Power of Political Followers to Make or Brake a Toxic Leader. ”




















A golden tray sits on the Resolute Desk as President Donald Trump speaks during an announcement on American nuclear innovation in the Oval Office at the White House on July 24, 2026, in Washington, D.C. Trump is signing multiple executive orders targeting the nuclear energy sector and easing rules for new reactors and nuclear fuel supply chains.
Trump’s hubris rivals the fallen heroes of ancient Greek mythology
In January, the New York Times asked President Donald Trump if there were any limits on his global powers.
“Yeah,” the president responded, “there is one thing. My own morality. My own mind. It’s the only thing that can stop me.”
That was eight months ago, but fortunately Christopher Nolan’s blockbuster adaptation of “The Odyssey” has made ancient Greek literature newly relevant. Before that window closes, I’d like to talk about hubris.
Today, the term mostly means excessive pride or arrogance. That’s part of what the Greeks meant by it too, but the meaning was a bit richer and more specific. Hubris was an insolent or outrageous act that offended the gods, often because the transgressor was claiming abilities or authorities that solely belonged to supreme beings.
Nolan renamed and slightly modified the concept of xenia for the film, calling it “Zeus’ law.” In the director’s telling, mortals should follow the rules laid out by the gods, specifically the requirement to treat strangers with respect lest they be gods in disguise.
In a sense, hubris is the opposite, or at least the rejection, of xenia. The hubris of the suitors, and at times Odysseus himself, invites punishment by the gods and their mortal instruments.
Which brings me back to Donald Trump. His claim that there are no constraints on his personal power to dictate events on the global stage was one of the greatest expressions of hubris ever uttered by a political leader.
Trump’s claim was obviously false when he made it.
He vowed that he could end the Russia-Ukraine war in 24 hours. He’s proved powerless to make that happen. If he had divine powers to work his will, why would he have balked at implementing his tariffs so often that Wall Street adopted the “TACO trade” term for his deals? “TACO” stands for “Trump always chickens out.”
And why would Trump have made so many embarrassing concessions to China — from rescinding tariffs on Chinese goods to allowing them to buy crucial and incredibly valuable computer chips?
But Trump saw his success at capturing Venezuelan strongman Nicolas Maduro as proof of his ability to launch missiles to the same effect as Zeus’ lightning bolts. Trump believed he was the most powerful man who ever lived.
This is no exaggeration. In March, when the Iran invasion seemed successful, Trump gave a document penned by“Presidential Historian David King” to New York Times reporters Maggie Haberman and Jonathan Swan purporting to prove that Trump was “the most powerful person to have EVER walked this planet.” King was, in fact, a businessman and occasional caddy for legendary golfer Gary Player.
King compared Trump favorably to many of history’s most powerful, and often heinous, figures: Alexander the Great, Attila the Hun, William the Conqueror, Napoleon Bonaparte, Joseph Stalin, Genghis Khan, Mao Tse Tung, Adolf Hitler and Vladimir Lenin. Many of these men thought they were the most powerful person in the world, too. And many were defeated precisely because they believed it.
At least Napoleon and Hitler had a string of truly impressive victories before they learned the folly of hubris. The limits on Trump’s power have been exposed by far less august forces than the combined might of the allies in World War II or the fearsome Russian winter.
Iran is a comparatively middling power. But the regime’s ability to absorb punishment while imposing its will on the Strait of Hormuz has proved to be a greater constraint on Trump’s power than his morality or mind. We should note that, at least rhetorically, his morality has not proved much of a constraint. He has repeatedly promised to destroy Iranian “civilization” if the regime refuses to capitulate.
But they haven’t — and won’t anytime soon — because the regime’s tolerance for pain far outstrips Trump’s. The combined fear of skyrocketing oil prices, outrage of Gulf state potentates, diminishing weapon supplies and domestic unpopularity is doing the work that international law, congressional oversight and the collective opinion of foreign policy experts can’t or won’t do.
If I considered Trump more heroic than reason and facts could allow, I would say his Sisyphean predicament has the whiff of Greek tragedy to it. Trump is vexed by the fact that the Iranians won’t honor deals or ratify his countless premature claims of victory — giving new meaning to his vow that his presidency would make people tired of winning. It’s almost like they’re out-Trumping Trump.
Things might have gone better if he’d heeded that great Greek tragedian Sophocles: “For Zeus utterly abhors the boasts of a proud tongue.”
____
Jonah Goldberg is editor-in-chief of The Dispatch and the host of The Remnant podcast. His Twitter handle is @JonahDispatch.