Sir Winston Leonard Spencer-Churchill KG, OM, CH, TD, DL, FRS, RA was a British politician and Nobel laureate who was the Prime Minister of the United Kingdom from 1940 to 1945 and again from 1951 to 1955. Widely regarded as one of the greatest wartime leaders of the 20th century, Churchill was also an officer in the British Army, a historian, a writer (as Winston S. Churchill), and an artist. Churchill is the only British Prime Minister to have won the Nobel Prize in Literature since its inception in 1901, and was the first person to be made an honorary citizen of the United States.

Although he wasn't an actor and never played in any movies, Francis from Oliver & Company was based on him since his appearance was often compared to being like a bulldog. On December 8, 1941, Disney studios were essentially converted into a propaganda machine for the United States government. While most World War II films were created for training purposes, films such as Victory Through Air Power were created to catch the attention of government officials and to build public morale among the U.S. and Allied powers. Among the notables who decided after seeing the film that Seversky and Disney knew what they were talking about were Winston Churchill and Franklin D. Roosevelt. He was mentioned in the Muppets episode "A Tail of Two Piggies".

During the final part of the song "Hey Ferb" from the Phineas and Ferb episode "Rollercoaster: The Musical!", the background chorus repeats the phrase "Boredom is something up with which I will not put." Besides being a direct quote from "Rollercoaster," this line plays on a famous quip attributed (possibly apocryphally) to Winston Churchill: "Ending a sentence with a preposition is something up with which I will not put." In the episode; "The Lizard Whisperer", Ferb's rousing speech contains references to the speech Aragorn gives to the men of Rohan and Gondor right before the final battle of The Lord of the Rings: The Return of the King, Winston Churchill's famous speech "We Shall Fight on the Beaches", and the famous speech from Shakespeare's Henry V.

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