Stormy nights: Trump’s Legal Woes & the Long US History of Political Scandal

Scandals and politics are familiar bedfellows - particularly in the Oval Ofiice. 

Donald Trump in the Beast Limo

Donald Trump 

Donald Trump isn’t the only sitting US president to face impeachment, criminal charges, or the ignominy of ‘bimbo eruptions’. In fact, we’ve been here many times before. 

Like many presidents before him, Trump has (so far) managed to weather the storm and survive scandal after scandal. SPYSCAPE traces America’s 250-year history of dangerous liaisons. 


President George Washington (1789-1797)

The backbiting and black ops were underway even before George Washington’s presidency. Thomas Conway and Horatio Gates were behind the Conway Cabal movement, an attempt to remove Washington from his military command. Meanwhile, Silas Deane was assigned to ‘visit’ France, essentially operating as a secret agent arranging arms for the Continental Army. Once appointed Ambassador to France, Deane was accused of treason and died under mysterious circumstances. Washington wasn’t so squeaky clean either. He was accused of fathering a son before his presidency with Venus, a slave on his family's Virginia estate.

Thomas Jefferson (1801–1809)

Thomas Jefferson (1801–1809)

While in his first term in office, Thomas Jefferson was accused of fathering more than one child with a slave named Sally Hemings. John Adams may have even gossiped about the relationship years before it was exposed. A 1998 DNA test linked two of Hemings descendants to Jefferson, whose wife died while he was vice president. Hemings would have been about 14 years old at the time. She died in Charlottesville, Virginia, in 1835.


William Henry Harrison (March 4, 1841 - April 4, 1841)

It’s the shortest presidency in US history but William Henry Harrison’s 32 days were memorable. The military officer had six children with one of his slaves, an African-American named Dilsia, according to his biographer Professor Kenneth R. Janken. Dilsia apparently gave four of the children to a brother before Harrison ran for president to avoid a scandal. Harrison is remembered for his quote: “There is nothing more corrupting, nothing more destructive of the noblest and finest feelings of our nature, than the exercise of unlimited power.” He went to bed at the end of his inauguration day with a bad cold that developed into a fatal case of pneumonia. 

President Grover Cleveland (1885-1889 and 1893-1897)

The Halpin Scandal - known as ‘the most despicable sex scandal in American political history’ - involved Grover Cleveland and a notorious sex scandal. Cleveland fathered a child with a widow, Maria Halpin, who claimed the baby was conceived ‘by use of force and violence and without [her] consent.’ Cleveland had the boy placed in an orphanage while Maria was thrown into an asylum. A Democratic smear campaign portrayed her as a drunken whore. The spin worked and Cleveland won the close-fought election on a platform of anti-corruption.

Warren G. Harding (1921-1923)

Warren G. Harding (1921-1923)

The Teapot Dome bribery scandal involved Warren G. Harding, sometimes called the worst US president in history (but there’s still time). The scandal didn’t revolve around sex. Instead, it involved the other great motivator of men: money. Harding’s Secretary of the Interior, Albert Bacon Fall, leased Navy petroleum reserves at Teapot Dome, Wyoming and in California to private oil companies at low rates without competitive bids. Fall was convicted of accepting $400,000 in bribes and became the first presidential Cabinet member in history to be imprisoned. Harding supporters claim the president wasn’t aware of the scam but his reputation was tarnished and the stress was overwhelming. He died while in office in 1923.

Stormy Nights: Trump’s Legal Woes & the Long US History of Political Scandal

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Scandals and politics are familiar bedfellows - particularly in the Oval Ofiice. 

Donald Trump in the Beast Limo

Donald Trump 

Donald Trump isn’t the only sitting US president to face impeachment, criminal charges, or the ignominy of ‘bimbo eruptions’. In fact, we’ve been here many times before. 

Like many presidents before him, Trump has (so far) managed to weather the storm and survive scandal after scandal. SPYSCAPE traces America’s 250-year history of dangerous liaisons. 


President George Washington (1789-1797)

The backbiting and black ops were underway even before George Washington’s presidency. Thomas Conway and Horatio Gates were behind the Conway Cabal movement, an attempt to remove Washington from his military command. Meanwhile, Silas Deane was assigned to ‘visit’ France, essentially operating as a secret agent arranging arms for the Continental Army. Once appointed Ambassador to France, Deane was accused of treason and died under mysterious circumstances. Washington wasn’t so squeaky clean either. He was accused of fathering a son before his presidency with Venus, a slave on his family's Virginia estate.

Thomas Jefferson (1801–1809)

Thomas Jefferson (1801–1809)

While in his first term in office, Thomas Jefferson was accused of fathering more than one child with a slave named Sally Hemings. John Adams may have even gossiped about the relationship years before it was exposed. A 1998 DNA test linked two of Hemings descendants to Jefferson, whose wife died while he was vice president. Hemings would have been about 14 years old at the time. She died in Charlottesville, Virginia, in 1835.


William Henry Harrison (March 4, 1841 - April 4, 1841)

It’s the shortest presidency in US history but William Henry Harrison’s 32 days were memorable. The military officer had six children with one of his slaves, an African-American named Dilsia, according to his biographer Professor Kenneth R. Janken. Dilsia apparently gave four of the children to a brother before Harrison ran for president to avoid a scandal. Harrison is remembered for his quote: “There is nothing more corrupting, nothing more destructive of the noblest and finest feelings of our nature, than the exercise of unlimited power.” He went to bed at the end of his inauguration day with a bad cold that developed into a fatal case of pneumonia. 

President Grover Cleveland (1885-1889 and 1893-1897)

The Halpin Scandal - known as ‘the most despicable sex scandal in American political history’ - involved Grover Cleveland and a notorious sex scandal. Cleveland fathered a child with a widow, Maria Halpin, who claimed the baby was conceived ‘by use of force and violence and without [her] consent.’ Cleveland had the boy placed in an orphanage while Maria was thrown into an asylum. A Democratic smear campaign portrayed her as a drunken whore. The spin worked and Cleveland won the close-fought election on a platform of anti-corruption.

Warren G. Harding (1921-1923)

Warren G. Harding (1921-1923)

The Teapot Dome bribery scandal involved Warren G. Harding, sometimes called the worst US president in history (but there’s still time). The scandal didn’t revolve around sex. Instead, it involved the other great motivator of men: money. Harding’s Secretary of the Interior, Albert Bacon Fall, leased Navy petroleum reserves at Teapot Dome, Wyoming and in California to private oil companies at low rates without competitive bids. Fall was convicted of accepting $400,000 in bribes and became the first presidential Cabinet member in history to be imprisoned. Harding supporters claim the president wasn’t aware of the scam but his reputation was tarnished and the stress was overwhelming. He died while in office in 1923.

Franklin Delano Roosevelt (1933–1945)

Franklin Delano Roosevelt (1933–1945)

President Franklin D. Roosevelt had a lengthy affair with Lucy Mercer, his wife Eleanor's secretary, which likely began around 1916. Two years later, Eleanor, at the time unpacking her husband’s suitcase, discovered incriminating letters. She offered to divorce Franklin, but the couple stayed married for practical reasons. Franklin knew the scandal would ruin his political career and his mother threatened to cut him off without a cent if he divorced. Eleanor agreed to stay put on two conditions: he break off his relationship with Lucy and never again share his wife’s bed. It seems he at least abided by the second condition. 

John F. Kennedy (1961–1963)

John F. Kennedy (1961–1963)

JFK’s rumored affairs included movie stars Marilyn Monroe and Marlene Dietrich - among many others. Perhaps JFK’s most dangerous liaison however, involved Hollywood crooner Frank Sinatra who introduced the president to divorcee Judith Campbell who was involved with Chicago mob boss Sam Giancana. Campbell claimed JFK asked her to courier cash to Giancana to ‘eliminate’ Cuban leader Fidel Castro - allegations that seemed to be backed up by the 2018 release of JFK documents by the CIA and FBI. One day after Marilyn Monroe died, Campbell’s apartment was burgled and her phone records taken but her jewelry was left behind.

Richard Nixon (1969–1974)

By all accounts, Richard Nixon was devoted to his wife and devastated when she died of cancer in 1993. Nixon’s weakness was his desire for power. Nixon ordered the break-in by ex-CIA operatives and White House ‘plumbers’ at the Democratic National Committee HQ in 1972 so they could plant a covert listening device at the Watergate complex. The men were caught and the cover-up resulted in 48 people being convicted or pleading guilty. The scandal forced Nixon to resign from office - the only President in US history to do so.

Ronald Reagan and Gorbachov

Ronald Reagan (1981-1989)

During the early 1980s, President Ronald Reagan faced two problems - Hezbollah militants had taken US hostages in Lebanon while Nicaragua had established a revolutionary communist government in Central America. Could he solve both problems in one go? The Iran-Contra plan involved illegally selling arms to Iran to persuade Tehran to release the hostages, then funneling a portion of the profits from arms sales to provide military support to the Nicaragua Contras. Reagan eventually admitted to the illegal trade. Despite the scandal, Reagan left the White House with the highest approval rating ever for a departing president at the time.

Bill Clinton and Monica Lewinsky

Bill Clinton (1993–2001)

“I did not have sexual relations with that woman, Monica Lewinsky,” President William Jefferson Clinton said adamantly. Unfortunately for the president, White House staffer Linda Tripp secretly recorded conversations with Lewinsky in the late 1990s as the young intern discussed her affair with Clinton. In 1998, the House of Representatives impeached Clinton on charges related to the relationship but he was acquitted by the Senate. Much like Halpin, Bill Clinton’s legacy was ruined by the affair although he was not forced to resign.

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