Judgment / June 18, 2026 / 7 min read
The Pen Versus the Republic
Start with a principle so plain that stating it feels almost ridiculous, yet here we are: Congress makes law. The President executes it. Article I of the...
Start with a principle so plain that stating it feels almost ridiculous, yet here we are: Congress makes law. The President executes it. Article I of the Constitution could not be clearer: "All legislative Powers herein granted shall be vested in a Congress of the United States." Article II, by contrast, charges the President to "take Care that the Laws be faithfully executed." The architecture is separation, not fusion. The executive is a faithful executor, not a third house of the legislature. Somewhere along the way, the executive order a modest administrative tool the Founders intended for managing the day to day business of government became something else entirely. It became a legislative bypass. A way for one man, sitting in the Oval Office, to do what the Constitution says requires 535 elected representatives, a committee process, a floor vote in both chambers, and a presidential signature or a veto override. The unique angle here is not that presidents abuse executive orders. That is old news. The deeper story is how the very nature of the presidency changed as a result and why that change represents a quiet transformation from a constitutional republic into what I will call a plebiscitary presidency, where power flows not from law and deliberation but from popular will and raw political convenience.
From Washington to FDR The History of Restraint
George Washington issued eight executive orders. All of them were administrative directing cabinet officers, ordering military movements, handling the routine business of the executive branch. John Adams issued one. Thomas Jefferson, four. James Madison, one. For the first 150 years of the republic, the executive order was what its name promised: an order about executing existing law, not creating new law. The Founders understood something that modern presidents seem to have forgotten: the executive is not a co-equal branch in the lawmaking sense. Alexander Hamilton wrote in Federalist No. 70 that "energy in the executive is a leading character in the definition of good government" but that energy was meant for administration, not legislation. The President was to carry out the will of Congress vigorously, not substitute his own will for it. The turning point came with Franklin Delano Roosevelt. FDR issued over 3,700 executive orders. Some were legitimate wartime measures. Many were not. He created new federal agencies by executive fiat. He imposed wage and price controls without statutory authorization. And most infamously and most tragically he ordered the internment of 120,000 Japanese American citizens under Executive Order 9066, an act that had no basis in any law passed by Congress. The Supreme Court eventually upheld it in Korematsu v. United States, a decision so thoroughly discredited that it now stands as a warning against judicial deference to executive overreach. The Court did push back in two landmark cases. In Schechter Poultry Corp. v. United States (1935), it struck down FDR's National Industrial Recovery Act for delegating legislative power to the executive. In Youngstown Sheet and Tube Co. v. Sawyer (1952), it ruled that President Truman could not seize steel mills during the Korean War because no statute authorized it. The principle was sound: the President cannot act without constitutional or congressional authority. But the precedent had already been set. The presidency had become a lawmaking office, and the executive order was its instrument.
The Ratchet Problem Why Each Party Only Makes It Worse
Here is the trap nobody wants to admit: both parties have a structural incentive to expand executive power because they believe they will be the ones holding the pen next. Republicans decried Barack Obama's executive overreach on immigration Deferred Action for Childhood Arrivals (DACA) and the Deferred Action for Parents of Americans (DAPA), both created by executive order after Congress refused to pass comprehensive immigration reform. Then Donald Trump took office and by executive order reversed many of Obama's policies, instituted travel bans, and added new regulatory freezes. Democrats decried Trump's orders. Then Joe Biden took office and reversed them all by executive fiat on Day One. The pattern is a one way ratchet. Each president discovers that executive orders are useful for advancing partisan goals, so they issue them. The next president discovers they are useful for reversing the previous guy's agenda, so they issue more. The scope of executive power never contracts. It only expands. Every new administration inherits a precedent that says: if the previous guy could do it, so can I. And because the political opposition always hopes to regain the presidency, they rarely have the incentive to permanently constrain the office. The Founders built a system of separated powers precisely to prevent this. James Madison wrote in Federalist No. 51 that "ambition must be made to counteract ambition." The branches were supposed to check each other. But when one branch abdicates its legislative responsibility as Congress has for decades the executive fills the vacuum. And once filled, that space is never voluntarily returned.
The Knowledge Problem in the Oval Office
Now bring in Friedrich Hayek, because his insight cuts to the heart of the matter. Hayek argued that knowledge in a free society is dispersed millions of individuals making decisions based on local information that no central planner could ever gather. The same logic applies to legislation. When Congress writes a law, it draws on the collective knowledge of 535 members, each representing distinct regions, industries, and constituencies. They debate, hold hearings, make amendments, and imperfectly aggregate the dispersed information of a vast and complex nation. The process is messy, slow, and often frustrating. That is a feature, not a bug. Deliberation prevents rash action. When a president issues an executive order, he relies on the knowledge of one man and his immediate staff. That is not just less knowledge; it is catastrophically less. The executive order on immigration that reshapes the lives of millions of people Drafted by a handful of White House policy advisors. The executive order that imposes sweeping new environmental regulations Nothing but the signature of a single person and the counsel of a few appointees. No hearings. No amendment process. No reconciliation between House and Senate. No public input beyond what the president's staff chooses to consider. Just a pen and a phone. The results are predictable. Policies shift radically with each election, creating chaos for businesses, families, and the rule of law itself. DACA recipients were given protected status under Obama, then threatened under Trump, then protected again under Biden. At no point did Congress act to resolve the uncertainty. The people caught in the middle are entirely at the mercy of whoever holds the White House. That is not a stable legal order. That is rule by personal whim.
The Real Cost Your Vote for Your Representative Just Became Meaningless
Let me make this personal, because the abstraction of constitutional theory can obscure what is really at stake. Every time you vote for a candidate for the House of Representatives or the Senate, you are entrusting that person with legislative power the power to write the laws that govern your life. That is the core of representative government. You send them to Washington to debate, deliberate, and decide on your behalf. When the president issues an executive order that creates new law whether on immigration, environmental regulation, student loans, or labor policy your representative's vote on that issue counts for exactly nothing. Congress never voted on it. Your representative never had a say. The entire legislative process, including your participation in electing that representative, was bypassed. You are now governed by the decree of one person, accountable only to the next presidential election. And if that person's party does not hold the White House, you have no representation in that decision at all. No committee hearing. No floor vote. No amendment. No veto override. Just the will of one man. That is not a republic. That is a soft monarchy with term limits.
What Must Be Done
The solution is not better presidents or more restraint. The solution is constitutional. Congress must reassert its Article I authority. That means passing clear, narrow statutes and refusing to delegate broad discretionary power to the executive. It means using the power of the purse and the power of oversight to check executive overreach. It means, frankly, doing the job they were elected to do instead of punting hard questions to the White House. Will they do it? History says no. The incentives cut against it. When Congress is gridlocked, it is politically convenient to let the president take the heat for controversial decisions. When Congress is unified, it is politically convenient to let the president have his way. The institutional muscle has atrophied. But the American people can demand better. They can hold their representatives accountable not just for what they pass, but for what they fail to pass. They can ask their member of Congress: why did you let the president decide that? Why did you not write the law yourself? Because in a constitutional republic, the pen belongs to the people's representatives. And every time it is handed to a single man in the Oval Office, the republic weakens. Until that changes, the executive order will remain what it has become: a weapon of mass constitutional destruction, wielded by whoever holds the White House. And the republic will keep bleeding ink, one executive order at a time.