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.” This is the fourth entry in a series on political followership.
The presidential debate has come and gone. The sittingAmerican president is rattling the saber of long-range weapons for Ukraine. The sitting Russian dictator is expelling the West’s diplomatic staff. The outgoing president of Mexico has pulled off the largest-ever change of a judicial system in a substantial democracy. The prime minister of Israel defies the populace by continuing to use bludgeons to free hostages who increasingly are freed post-mortem. The presumed winner of the presidential election in Venezuela has fled the country.
This was last week. When did politics become so consequential?
Answer: It always has been.
In each of these cases an individual who has managed to make themselves the leader of their polity through outplaying rivals in the political game is now impacting millions of lives. What of their followers? Remember, there are no leaders without followers.
In my book, “To Stop a Tyrant,” I focus on the followers while everyone else is focusing on the leaders. What do followers want? Why do they follow?
As always, the elite (who hate to view themselves as followers) act from the hubris that they can elevate and control the political leader. They do a pretty good job of this until they miscalculate, allow the leader to accrue too much power and find themselves the ones at the end of the puppet strings.
Members of the inner circle, practically drunk on the power of being able to influence the putative leader, outsmart and outmaneuver each other until the leader loses confidence in them and turns to other, more questionable confidants. Woe to the leader whose confidants stroke their fragile egos.
The vast army of bureaucrats sit warily on the sidelines, wondering who they will be answering to, calculating how much they can use the newly installed power to their advantage, or how much they can thwart threatened incursions on their well- guarded turf.
Meanwhile, the activists act. Paid or unpaid, that’s their job. More importantly, that’s their passion. Some paint their chosen person as the savior and some paint them as the destroyer of worlds.
You, dear citizen, will need to sort out which scenario is more credible.
If I were king, my one decree would be that all young people in a democracy study historic examples of how democracies die. How ruthless leaders have been elevated by people like themselves in the belief they were the answer to the country’s woes. How they missed the warning signs until it was too late and the leader had full control of the coercive power of the state. They would play simulations. Experiment with choices. See the outcomes. And prepare themselves to meet the temptations of their own era with a clear mind.
In my book, I use the term “prototyrant” to describe the political leader with the characteristics who, given the chance, can morph into a full blown tyrant. I asked a friend of mine who supports a candidate with too many of these characteristics why he is not worried about them achieving office. His answer seemed simple. The military in our country would never go along with a dictator. It sounded good. I want to believe the same thing.
Yet, the belief is almost childlike. History offers no proof that this would be the outcome. If it were, the result would just as likely be civil war or chaos. The time to interrupt the progression of a prototyrant is before they control the coercive levers of the state. If they have fooled us into giving them access to the levers, slam the brakes hard as soon as they begin to misuse those levers.
No prototyrant gets better when in power.
“Power tends to corrupt. Absolute power corrupts absolutely.” We were told that in 1907 when it was published in a collection of Lord Acton’s letters and essays. It seems a hundred years hasn’t been enough time for us to digest this crucial observation.
I have examined the rare instances when enough individuals in the five circles of political followers work together to stop a prototyrant while they can. It may be time to consider these examples and do a bit of make-up study for the class we never took on how to keep democracies alive.




















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.”
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Jonah Goldberg is editor-in-chief of The Dispatch and the host of The Remnant podcast. His Twitter handle is @JonahDispatch.