
Here’s the thing about Thomas Jefferson that doesn’t always make it into the history textbooks: the guy who wrote those soaring words about liberty and limited government? He was also one of early America’s most skilled—and sometimes underhanded—political operators.
It’s surprising when you think about it. Jefferson genuinely believed in transparency, virtue in public life, and keeping government small. He wrote beautifully about these ideals. But when it came to actual politics? He played the game as hard as anyone, often using tactics that directly contradicted what he preached.
Jefferson’s public philosophy was straightforward. He thought America should be a nation of independent farmers—regular people who owned their own land and weren’t dependent on anyone else. He worried constantly about concentrated power, whether in government or in the hands of wealthy financiers or merchants. He believed people should be informed and engaged, and that government worked best when it stayed out of people’s lives.
His Declaration of Independence wasn’t just pretty rhetoric—it laid out a genuinely revolutionary idea: governments only have power because people agree to give it to them, and when governments stop serving the people, those people have the right to change things.
The Reality: How Jefferson Actually Operated
Here’s where it gets interesting. While Jefferson was writing about virtue and transparency, he was simultaneously running what today we’d recognize as opposition research, planting stories in the press, and organizing political operations—sometimes against people he was supposed to be working with.
The Freneau Setup: Paying for Attacks
The most blatant example happened in 1791. Jefferson was serving as Secretary of State under George Washington, which meant he was part of the administration. At the same time, he arranged for a guy named Philip Freneau to get a government job—technically as a translator. The real purpose? To give Freneau money to run a newspaper that would relentlessly attack Alexander Hamilton and other Federalists.
Think about that for a second. Jefferson was using his government position to fund media attacks on his own colleagues. When people called him out on it, he basically said, “Who, me? I have nothing to do with what Freneau publishes.” But the evidence shows Jefferson was actively encouraging and directing these attacks.
John Beckley: The Original Campaign Fixer
Jefferson also worked closely with John Beckley, who was essentially America’s first professional political operative. Beckley coordinated messaging, spread information (and sometimes misinformation) about opponents, and helped build the grassroots organization that would eventually become the Democratic-Republican Party.
This wasn’t a gentlemanly debate about ideas. This was organized political warfare—pamphlets, coordinated newspaper campaigns, and opposition research. Jefferson and Jame Madison quietly funded much of this work while maintaining public images as above-the-fray philosophers. We can’t know exactly what Jefferson said in every private conversation with Beckley, but the circumstantial evidence of coordination is convincing.
The Hamilton Rivalry: Ideological War
Jefferson’s conflict with Hamilton was both philosophical and deeply personal. Hamilton wanted a strong federal government, a national bank, and close ties with Britain. Jefferson saw all of this as a betrayal of the Revolution—a step toward creating the same kind of corrupt, elite-dominated system they’d just fought to escape.
But rather than just making his arguments publicly, Jefferson worked behind the scenes to undermine Hamilton’s policies. He encouraged Madison to lead opposition in Congress. He fed stories to friendly newspapers. He coordinated with Republican representatives to block Federalist initiatives.
The philosophical disagreement was real, but Jefferson’s methods were pure political calculation.
Turning on Washington: The Ultimate Betrayal?
Maybe the most damaging thing Jefferson did was secretly working against George Washington while still serving in his cabinet. By Washington’s second term, Jefferson had convinced himself that Washington was being manipulated by Hamilton and moving the country toward monarchy.
Jefferson stayed in the cabinet, maintaining cordial relations with Washington in person, while privately organizing resistance to administration policies. He encouraged attacks on Washington in the press. He coordinated with opposition leaders. And he did all of this while Washington trusted him as a loyal advisor.
When Washington found out, he was devastated. The betrayal broke their relationship permanently.
The Burr Situation: Using People
Jefferson’s handling of Aaron Burr shows just how pragmatic he could be. Jefferson never really trusted Burr—thought he was too ambitious and unprincipled. But in 1800, when Jefferson needed to win the presidency, Burr was useful for delivering New York’s votes.
After winning, Jefferson kept Burr as vice president but froze him out of any real power. Once Burr’s usefulness ended (especially after he killed Hamilton in that duel), Jefferson completely abandoned him, eventually supporting an unsuccessful prosecution for treason.
Deceiving Congress
Another example of Jefferson’s political manipulation was the Louisiana Purchase. This was a massive land acquisition that doubled the size of the United States. Jefferson knew that under the constitution he had no clear authority to acquire territory for the United States. He was able to secure the purchase by keeping it secret from both congress and his political opponents until after it was finalized. This allowed him to avoid a debate that could have derailed the deal. Does this sound familiar?
So, What Do We Make of This?
Here’s the uncomfortable question: Was Jefferson a hypocrite, or was he just being realistic about how politics actually works? Jefferson’s political manipulation was not always ethical, but it was effective. He was able to use his skills to achieve many of his political goals.
You could argue he was doing what he thought necessary to prevent Hamilton’s vision from taking over—that the ends justified the means. You could also argue that by using underhanded tactics, he corrupted the very democratic processes he claimed to be protecting.
My speculation: I think Jefferson was aware of the contradiction and wrestled with it. His private letters show moments of self-justification and lingering doubt. But ultimately, he kept doing it because he believed his vision for America was too important to lose by playing nice.
The Bottom Line
Thomas Jefferson remains one of our most brilliant political thinkers. But he was also willing to play dirty when he thought the stakes were high enough. That duality—beautiful ideals combined with hardball tactics—might actually make him more relevant today than ever. Because let’s be honest, that tension between principles and pragmatism hasn’t gone away in American politics.
Understanding both sides of Jefferson helps us see that even the founders we most revere weren’t simple heroes. They were complicated people operating in a messy political reality, trying to build something new while fighting over what that something should be.
The evidence for Jefferson’s political maneuvering is extensive and well-established by historians. Some interpretations of his motivations involve educated speculation, but the actions themselves are documented in letters, newspaper archives, and contemporary accounts.
Reference List
Primary Sources
Founders Online – National Archives https://founders.archives.gov/
- Digital collection of correspondence and papers from George Washington, Thomas Jefferson, Alexander Hamilton, Benjamin Franklin, John Adams, and James Madison. Essential for Jefferson’s own words and contemporaneous accounts of his political activities.
Library of Congress – Thomas Jefferson Exhibition https://www.loc.gov/exhibits/jefferson/
- Comprehensive digital exhibition covering Jefferson’s life, philosophy, and political career with original documents and interpretive essays.
Thomas Jefferson Encyclopedia – Monticello https://www.monticello.org/site/research-and-collections/
- Scholarly resource maintained by the Thomas Jefferson Foundation, covering specific topics including Jefferson’s relationships with Aaron Burr and other political figures.
Secondary Sources – Books
Chernow, Ron. Alexander Hamilton. New York: Penguin Press, 2004.
- Pulitzer Prize-winning biography that extensively covers the Jefferson-Hamilton rivalry and Jefferson’s behind-the-scenes political maneuvering, including the Freneau affair. Particularly strong on the 1790s conflicts within Washington’s cabinet.
Chernow, Ron. Washington: A Life. New York: Penguin Press, 2010.
- Provides Washington’s perspective on Jefferson’s activities within his administration and the betrayal Washington felt when learning of Jefferson’s covert opposition.
Ellis, Joseph J. American Sphinx: The Character of Thomas Jefferson. New York: Alfred A. Knopf, 1996.
- National Book Award winner that explores Jefferson’s contradictions and complexities, particularly the gap between his philosophical writings and political practices.
Ferling, John. Jefferson and Hamilton: The Rivalry That Forged a Nation. New York: Bloomsbury Press, 2013.
- Detailed examination of the ideological and personal conflict between Jefferson and Hamilton, showing how their struggle shaped early American politics and party formation.
Isenberg, Nancy. Fallen Founder: The Life of Aaron Burr. New York: Penguin Books, 2007.
- Comprehensive biography of Burr that includes extensive coverage of his complex relationship with Jefferson, from their 1800 alliance through Jefferson’s eventual abandonment of his vice president.
Pasley, Jeffrey L. The Tyranny of Printers: Newspaper Politics in the Early American Republic. Charlottesville: University of Virginia Press, 2001.
- Scholarly examination of how newspapers and partisan press became political weapons in the 1790s, with detailed coverage of Jefferson’s relationship with Philip Freneau and the National Gazette.
Secondary Sources – Journal Articles and Academic Papers
Sharp, James Roger. “The Journalist as Partisan: The National Gazette and the Origins of the First Party System.” The Virginia Magazine of History and Biography 97, no. 4 (1989): 391-420.
- Academic analysis of Freneau’s National Gazette and its role in forming political opposition, including Jefferson’s involvement in funding and directing the publication.
Cunningham, Noble E., Jr. “John Beckley: An Early American Party Manager.” The William and Mary Quarterly 13, no. 1 (1956): 40-52.
- Scholarly examination of Beckley’s role as America’s first professional political operative and his work organizing Jefferson’s political machine.
Historiographical Note
The interpretation of Jefferson’s political behavior has evolved over time. Earlier biographies (pre-1960s) tended to minimize or excuse his behind-the-scenes maneuvering, while more recent scholarship has been willing to examine the contradictions between his philosophy and practice more critically. The works cited above represent current historical consensus based on documentary evidence, though historians continue to debate Jefferson’s motivations and whether his tactics were justified given the political stakes he perceived.





The Founding Feuds: When America’s Heroes Couldn’t Stand Each Other
By John Turley
On February 6, 2026
In Commentary, History, Politics
The mythology of the founding fathers often portrays them as a harmonious band of brothers united in noble purpose. The reality was far messier—these brilliant, ambitious men engaged in bitter personal feuds that sometimes threatened the very republic they were creating. In some ways, the American revolution was as much of a battle of egos as it was a war between King and colonists.
The Revolutionary War Years: Hancock, Adams, and Washington’s Critics
The tensions began even before independence was declared. John Hancock and Samuel Adams, both Massachusetts firebrands, developed a rivalry that simmered throughout the Revolution. Adams, the older political strategist, had been the dominant figure in Boston’s resistance movement. When Hancock—wealthy, vain, and eager for glory—was elected president of the Continental Congress in 1775, the austere Adams felt his protégé had grown too big for his britches. Hancock’s request for a leave of absence from the presidency of Congress in 1777 coupled with his desire for an honorific military escort home, struck Adams as a relapse into vanity. Adams even opposed a resolution of thanks for Hancock’s service, signaling open estrangement. Their relationship continued to deteriorate to the point where they barely spoke, with Adams privately mocking Hancock’s pretensions and Hancock using his position to undercut Adams politically.
The choice of Washington as commander sparked its own controversies. John Adams had nominated Washington, partly to unite the colonies by giving Virginia the top military role. Washington’s command was anything but universally admired and as the war dragged on with mixed results many critics emerged.
After the victory at Saratoga in 1777, General Horatio Gates became the focal point of what’s known as the Conway Cabal—a loose conspiracy aimed at having Gates replace Washington as commander-in-chief. General Thomas Conway wrote disparaging letters about Washington’s military abilities. Some members of Congress, including Samuel Adams, Thomas Mifflin, and Richard Henry Lee, questioned whether Washington’s defensive strategy was too cautious and if his battlefield performance was lacking. Gates himself played a duplicitous game, publicly supporting Washington while privately positioning himself as an alternative.
When Washington discovered the intrigue, his response was characteristically measured but firm. Rather than lobbying Congress or forming a counter-faction, Washington leaned heavily on reputation and restraint. He continued to communicate respectfully with Congress, emphasizing the army’s needs rather than defending his own position. Washington did not respond with denunciations or public accusations. Instead, he handled the situation largely behind the scenes. When he learned that Conway had written a critical letter praising Gates, Washington calmly informed him that he was aware of the letter—quoting it verbatim.
The conspiracy collapsed, in part because Washington’s personal reputation with the rank and file and with key political figures proved more resilient than his critics had anticipated. But the episode exposed deep fractures over strategy, leadership, and regional loyalties within the revolutionary coalition.
The Ideological Split: Hamilton vs. Jefferson and Madison
Perhaps the most consequential feud emerged in the 1790s between Alexander Hamilton and Thomas Jefferson, with James Madison eventually siding with Jefferson. This wasn’t just personal animosity—it represented a fundamental disagreement about America’s future.
Hamilton, Washington’s Treasury Secretary, envisioned an industrialized commercial nation with a strong central government, a national bank, and close ties to Britain. Jefferson, the Secretary of State, championed an agrarian republic of small farmers with minimal federal power and friendship with Revolutionary France. Their cabinet meetings became so contentious that Washington had to mediate. Hamilton accused Jefferson of being a dangerous radical who would destroy public credit. Jefferson called Hamilton a monarchist who wanted to recreate British aristocracy in America.
The conflict got personal. Hamilton leaked damaging information about Jefferson to friendly newspapers. Jefferson secretly funded a journalist, James Callender, to attack Hamilton in print. When Hamilton’s extramarital affair with Maria Reynolds became public in 1797, Jefferson’s allies savored every detail. The feud split the nation into the first political parties: Hamilton’s Federalists and Jefferson’s Democratic-Republicans. Madison, once Hamilton’s ally in promoting the Constitution, switched sides completely, becoming Jefferson’s closest political partner and Hamilton’s implacable foe.
The Adams-Jefferson Friendship, Rivalry, and Reconciliation
John Adams and Thomas Jefferson experienced one of history’s most remarkable personal relationships. They were close friends during the Revolution, working together in Congress and on the committee to draft the Declaration of Independence (though Jefferson did the actual writing). Both served diplomatic posts in Europe and developed deep mutual respect.
But the election of 1796 turned them into rivals. Adams won the presidency with Jefferson finishing second, making Jefferson vice president under the original constitutional system—imagine your closest competitor becoming your deputy. By the 1800 election, they were bitter enemies. The campaign was vicious, with Jefferson’s supporters calling Adams a “hideous hermaphroditical character” and Adams’s allies claiming Jefferson was an atheist who would destroy Christianity.
Jefferson won in 1800, and the two men didn’t speak for over a decade. Their relationship was so bitter that Adams left Washington early in the morning, before Jefferson’s inauguration. What makes their story extraordinary is the reconciliation. In 1812, mutual friends convinced them to resume correspondence. Their letters over the next fourteen years—158 of them—became one of the great intellectual exchanges in American history, discussing philosophy, politics, and their memories of the Revolution. Both men died on July 4, 1826, the fiftieth anniversary of the Declaration of Independence, with Adams’s last words reportedly being “Thomas Jefferson survives” (though Jefferson had actually died hours earlier).
Franklin vs. Adams: A Clash of Styles
In Paris, the relationship between Benjamin Franklin and John Adams was a tense blend of grudging professional reliance and deep personal irritation, rooted in radically different diplomatic styles and temperaments. Franklin, already a celebrated figure at Versailles, cultivated French support through charm, sociability, and patient maneuvering in salons and at court, a method that infuriated Adams. He equated such “nuances” with evasiveness and preferred direct argument, formal memorandums, and hard‑edged ultimatums. Sharing lodgings outside Paris only intensified Adams’s resentment as he watched Franklin rise late, receive endless visitors, and seemingly mix pleasure with business, leading Adams to complain that nothing would ever get done unless he did it himself, while Franklin privately judged Adams “always an honest man, often a wise one, but sometimes and in some things, absolutely out of his senses.” Their French ally, Foreign Minister Vergennes, reinforced the imbalance by insisting on dealing primarily with Franklin and effectively sidelining Adams in formal diplomacy. This deepened Adams’s sense that Franklin was both overindulged by the French and insufficiently assertive on America’s behalf. Yet despite their mutual loss of respect, the two ultimately cooperated—often uneasily—in the peace negotiations with Britain, and both signatures appear on the 1783 Treaty of Paris, a testament to the way personal feud and shared national purpose coexisted within the American diplomatic mission.
Hamilton and Burr: From Political Rivalry to Fatal Duel
The Hamilton-Burr feud ended in the most dramatic way possible: a duel at Weehawken, New Jersey, on July 11, 1804, where Hamilton was mortally wounded and Burr destroyed his own political career.
Their rivalry had been building for years. Both were New York lawyers and politicians, but Hamilton consistently blocked Burr’s ambitions. When Burr ran for governor of New York in 1804, Hamilton campaigned against him with particular venom, calling Burr dangerous and untrustworthy at a dinner party. When Burr read accounts of Hamilton’s remarks in a newspaper, he demanded an apology. Hamilton refused to apologize or deny the comments, leading to the duel challenge.
What made this especially tragic was that Hamilton’s oldest son, Philip, had been killed in a duel three years earlier defending his father’s honor. Hamilton reportedly planned to withhold his fire, but he either intentionally shot into the air or missed. Burr’s shot struck Hamilton in the abdomen, and he died the next day. Burr was charged with murder in both New York and New Jersey and fled to the South. Though he later returned to complete his term as vice president, his political career was finished.
Adams vs. Hamilton: The Federalist Crack-Up
One of the most destructive feuds happened within the same party. John Adams and Alexander Hamilton were both Federalists, but their relationship became poisonous during Adams’s presidency (1797-1801).
Hamilton, though not in government, tried to control Adams’s cabinet from behind the scenes. When Adams pursued peace negotiations with France (the “Quasi-War” with France was raging), Hamilton wanted war. Adams discovered that several of his cabinet members were more loyal to Hamilton than to him and fired them. In the 1800 election, Hamilton wrote a fifty-four-page pamphlet attacking Adams’s character and fitness for office—extraordinary since they were in the same party. The pamphlet was meant for limited circulation among Federalist leaders, but Jefferson’s allies got hold of it and published it widely, devastating both Adams’s re-election chances and Hamilton’s reputation. The feud helped Jefferson win and essentially destroyed the Federalist Party.
Washington and Jefferson: The Unacknowledged Tension
While Washington and Jefferson never had an open feud, their relationship cooled significantly during Washington’s presidency. Jefferson, as Secretary of State, increasingly opposed the administration’s policies, particularly Hamilton’s financial program. When Washington supported the Jay Treaty with Britain in 1795—which Jefferson saw as a betrayal of France and Republican principles—Jefferson became convinced Washington had fallen under Hamilton’s spell.
Jefferson resigned from the cabinet in 1793, partly from policy disagreements but also from discomfort with what he saw as Washington’s monarchical tendencies (the formal receptions and the ceremonial aspects of the presidency). Washington, in turn, came to view Jefferson as disloyal, especially when he learned Jefferson had been secretly funding attacks on the administration in opposition newspapers and had even put a leading critic on the federal payroll. By the time Washington delivered his Farewell Address in 1796, warning against political parties and foreign entanglements, many saw it as a rebuke of Jefferson’s philosophy. They maintained outward courtesy, but their warm relationship never recovered.
Why These Feuds Mattered
These weren’t just personal squabbles—they shaped American democracy in profound ways. The Hamilton-Jefferson rivalry created our two-party system (despite Washington’s warnings). The Adams-Hamilton split showed that parties could fracture from within. The Adams-Jefferson reconciliation demonstrated that political enemies could find common ground after leaving power.
The founding fathers were human, with all the ambition, pride, jealousy, and pettiness that entails. They fought over power, principles, and personal slights. What’s remarkable isn’t that they agreed on everything—they clearly didn’t—but that despite their bitter divisions, they created a system robust enough to survive their feuds. The Constitution itself, with its checks and balances, almost seems designed to accommodate such disagreements, ensuring that no single person or faction could dominate.
SOURCES
https://founders.archives.gov
2. Massachusetts Historical Society – Adams-Jefferson Letters
https://www.masshist.org/publications/adams-jefferson
3. Founders Online – Hamilton’s Letter Concerning John Adams
https://founders.archives.gov/documents/Hamilton/01-25-02-0110
4. Gilder Lehrman Institute – Hamilton and Jefferson
https://www.gilderlehrman.org/history-resources/spotlight-primary-source/alexander-hamilton-and-thomas-jefferson
5. National Park Service – The Conway Cabal
https://www.nps.gov/articles/000/the-conway-cabal.htm
6. American Battlefield Trust – Hamilton-Burr Duel
https://www.battlefields.org/learn/articles/hamilton-burr-duel
7. Mount Vernon – Thomas Jefferson
https://www.mountvernon.org/library/digitalhistory/digital-encyclopedia/article/thomas-jefferson
8. Monticello – Thomas Jefferson Encyclopedia
https://www.monticello.org/research-education/thomas-jefferson-encyclopedia
9. Library of Congress – John Adams Papers
https://www.loc.gov/collections/john-adams-papers
10. Joseph Ellis – “Founding Brothers: The Revolutionary Generation”
https://www.pulitzer.org/winners/joseph-j-ellis
Illustration generated by author using ChatGPT.