1798: John Bull, the personification of the UK, offers his opinion of a poster of King George III as an outraged prime minister William Pitt the Younger declares the act treasonous. Caricaturist Richard Newton's brilliant career as a satirist, which began at age 13, was cut short by typhus at the age of 21 that year.

1814: One of a series of depictions by George Cruikshank of Emperor Napoleon I as "Little Boney", shown here in exile from France on the island of Elba. Cruikshank is remembered today for his illustrations of the works of Charles Dickens, including Oliver Twist.

1852: Winfield Scott and Franklin Pierce were rival candidates in that year's presidential election. John L. Magee depicts them riding birds; Scott taunts Pierce's goose with the words "Don't you wish you had my cock?" Despite the support of Magee's cartoon, Scott lost the election.

1862: A Harper's Weekly cartoonist depicts the consequences of the previous year's inauguration of Jefferson Davis as the President of the Confederate States of America. The war between the Confederacy and the Union would go on to claim an estimated 900,000 lives or more.

1913: A cartoon in the celebrated British magazine Punch depicts President Woodrow Wilson's military foray into the Mexican Revolution, unpopular in the US.

1970: Pulitzer Prize-winner Edmund S. Valtman was known for his caricatures of Cold War-era political leaders, such as Vice President Spiro Agnew, the "hatchet man" of US President Richard Nixon. Agnew, who was famed for his scathing political attacks and employing alliterative epithets like "nattering nabobs of negativism", resigned in disgrace following criminal charges of accepting bribes.

2009: The blistering cartoons of Brazilian artist Carlos Latuff circulate widely on the Internet, though his cartoons about the Israeli–Palestinian conflict have caused him to be accused of antisemitism. Elected promising to end the war in Iraq, President Barack Obama finally withdrew combat troops in 2010, though some 4,400 troops remain in Iraq as "advisors" to this day.