But no matter how many lifelines they used, friends they phoned, or family members they had in the audience cheering them on, contestants rarely correctly answered that final question. If you sat on your couch thinking you could’ve won Who Wants to Be a Millionaire, this is your chance to prove it with the hardest and most obscure questions of the bunch. Test your luck with these 20 million-dollar questions from Who Wants to Be a Millionaire to see if you have what it takes to be a winner! And if you want to continue testing your geninus, see if you Can Correctly Answer These Daily Double Jeopardy! Questions.

A. Baghdad B. New Delhi C. Cairo D. Moscow

The word “tabby” originally referred to a silk cloth made in the Baghdad district of Al-‘Attābīya. By the late 1700s, though, the word was also used to describe a specific breed of striped cats. Jeff Gross, a former contestant on the British version of Who Wants to Be a Millionaire, was faced with this final million-dollar question during his 2004 appearance on the American version of the show. Ultimately, he decided not to risk it and walked away with $500,000. And for more televised trivia, Can You Answer These “Are You Smarter Than a 5th Grader” Questions?

A. Finding shapes in clouds B. Sleeping with your eyes open C. Breaking glass with your voice D. Swimming in freezing water

“Nephelococcygia” describes the act of seeking and finding shapes in clouds. It comes from the play The Birds, written by Greek playwright Aristophanes. If this one tripped you up, you’re not alone. During the Tournament of Ten challenge on Who Wants to Be a Millionaire in 2009, Jeff Birt decided to walk away from this million-dollar question.

A. Moth B. Roach C. Fly D. Japanese beetle

Yes, the first computer “bug” was an actual moth lodged in between relay contacts. It was discovered in 1947 and noted by Grace Murray Hopper, a computer scientist and pioneer of computer programming. When Who Wants to Be a Millionaire player Joe Trela correctly answered this question in 2000, he became the third American contestant to go all the way and win the million-dollar prize. And to test more recent knowledge, see if you Can Answer These Trivia Questions About the ’90s.

A. Fresca B. V8 C. Yoo-hoo D. A&W

Lyndon B. Johnson was serious about his beverages—so much so that he had buttons marked “coffee,” “tea,” “Coke,” and “Fresca” installed in the Oval Office that he could use to request his favorite drinks without saying a word. This final million-dollar question was posed to Who Wants to Be a Millionaire contestant Ken Basin, who incorrectly answered “Yoo-hoo” and unfortunately became the first American to miss the million-dollar question in 2009. A. Private Benjamin B. Square Pegs C. Alice D. Newhart The final, record-breaking episode of MAS*H, “Goodbye, Farewell, and Amen,” aired after Alice, an American sitcom starring Linda Lavin in the title role. Who Wants to Be a Millionaire contestant Matt Schultz was posed this final million-dollar question during the Tournament of Ten in 2009, but he decided to walk away instead of submitting an answer (even though his guess ended up being the correct one). And for more ’80s trivia, Can You Answer These Trivia Questions About the ’80s?

A. Traveling salesman B. Local sheriff C. His dentist D. His butcher

Grant Wood painted the famous American Gothic while visiting the small town of Eldon, Iowa, where he grew up. He used his dentist as a stand-in for the male farmer, and his sister as the model for the farmer’s daughter. When Nancy Christy correctly answered this question on Who Wants to Be a Millionaire in 2003, she became the first woman to take home the top prize on the show. A. Lyndon B. Johnson B. Richard Nixon C. Jimmy Carter D. Gerald Ford

Richard Nixon made a cameo on Laugh-In in 1968 while he was campaigning for president. While campaign cameos on shows like Saturday Night Live are commonplace now, Smithsonian magazine notes that Nixon’s Laugh-In appearance was a “revolutionary effort to reach out to younger voters.” Who Wants to Be a Millionaire contestant John Carpenter correctly answered this question in 1999, only using his lifeline to call his dad and tell him he was certain he was taking home the million-dollar prize. He was right, twofold. And for more fun content delivered straight to your inbox, sign up for our daily newsletter.

A. Albert Einstein B. Niels Bohr C. Issac Newton D. Enrico Fermi

Albert Einstein, Enrico Fermi, and Niels Bohr had elements named after them in 1952, 1953, and 1981, respectively. However, there is currently no element named after Sir Isaac Newton. In 2000, Bob House correctly answered this Who Wants to Be a Millionaire question, making him the next million-dollar winner after Trela.

A. 9.3 million B. 39 million C. 93 million D. 193 million

This tricky question used the right numerals in every answer choice, making it especially difficult for Dan Blonsky to get it right. However, though he had used his last lifeline on the previous question, the Who Wants to Be a Millionaire contestant still managed to answer correctly and win the million-dollar prize in 2000.

A. Lesotho B. Burkina Faso C. Mongolia D. Luxembourg

Though Kim Hunt also used all of his remaining lifelines on the $500,000 question prior, he managed to narrow down the answer to this million-dollar question to either A or B. Confident enough about one answer over the other—the African country Lesotho—he risked his winnings and went with A. And with that, Hunt became the fifth American million-dollar winner of Who Wants to Be a Millionaire in 2000.

A. India B. Peru C. Canada D. Iceland

True fans of Paddington Bear, who author Michael Bond dreamed up and put on paper in 1958, may recall that the character hails from “Darkest Peru.” He only arrives in London after his guardian, Aunt Lucy, sends him there as a stowaway. David Goodman correctly answered this Who Wants to Be a Millionaire question in 2000, making him one of only three American contestants to reach the million-dollar question with all three lifelines still available. (He ended up using all three during this final question.)

A. Eleanor B. Dartmouth C. Beaver D. William

In 1773, American colonists took over three British East India Company ships carrying tea from China: Dartmouth, Beaver, and Eleanor. There was no William ship ransacked, because it didn’t exist. While Ogi Ogas admitted that he had a strong hunch on this million-dollar Who Wants to Be a Millionaire question, he ultimately decided to walk away and keep his $500,000 rather than risk it. His hunch ended up being the correct answer, but being a half-a-millionaire isn’t too bad of a consolation price.

A. Igor Sikorsky B. Elmer Sperry C. Ferdinand von Zeppelin D. Gottlieb Daimler

Russian aviation designer and developer Igor Sikorsky is credited with creating the first practical helicopter in 1939, which took flight in Stratford, Connecticut. In 2001, Who Wants to Be a Millionaire contestant Kevin Olmstead correctly answered this question and went home with $2,180,000 since the final prize was increased by $10,000 for every show that had no winner.

A. Meat inspector B. Mail deliverer C. Historian D. Weapons Mechanic

Sam Wilson, who Uncle Sam was named after, was a meat inspector from Troy, New York. It was there that he supplied barrels of beef to the U.S. Army during the War of 1812. Kevin Smith correctly answered this million-dollar Who Wants to Be a Millionaire question in 2001, and he couldn’t have been more calm about winning the top prize.

A. N B. A C. U D. L ae0fcc31ae342fd3a1346ebb1f342fcb The letter “N” must come before registration numbers for all non-military aircrafts in the United States. Other countries have different designated letters or letter combinations, like “D” in Germany and “SE” in Sweden. Who Wants to Be a Millionaire contestant Bernie Cullen used his final two lifelines on this million-dollar question, and with help from the audience, he correctly answered it and took home the jackpot. A. Cleaning fluid B. Antiseptic C. Insecticide D. Shaving cream

This question was posed to Ed Toutant, a Who Wants to Be a Millionaire contestant who had previously been on the show before and was invited back due to a “bad question” that the producers later deemed unfair. During his second appearance on the show, Toutant won the million-dollar prize with this correct answer.

A. Training parrots to talk B. Cheating at card games C. Digging graves D. Making jams and jellies Early in his career, Nostradamus published his Treatise on Cosmetics and Conserves. It was essentially a cookbook in which he offered recipes for marzipan paste, candied orange peel, marmalade, cherry jam, pear preserve, and quince jelly. On Who Wants to Be a Millionaire in 2013, Josina Reaves was faced with this final million-dollar question—and unfortunately, she lost the top prize when she incorrectly guessed “digging graves.”

A. River in Ireland B. Forest in Scotland C. Mountain in Wales D. Desert in Australia

The Blorenge is a rounded mountain overlooking the valley of River Usk in Abergavenny, Monmouthsire, a town in southeast Wales. This was Jehan Shamsid-Deen’s final million-dollar Who Wants to Be a Millionaire question in the Tournament of Ten. Ultimately, she decided to walk away from it, and the top prize went to the final contestant in the tournament, Sam Murray.

A. Oh, Lady! Lady! B. Yip, Yip, Yaphank C. Blossom Time D. Watch Your Step

“God Bless America” was written by American composer and lyricist Irving Berlin. He originally wrote it during World War I for Yip, Yip, Yaphank, an all-soldier Broadway musical he had created. Though he never used the song in the musical, it eventually became a patriotic anthem for the country at large. Who Wants to Be a Millionaire contestant Armand Kachigian was faced with this final million-dollar question in 2003, but he decided to walk away when he couldn’t settle on a single answer. A. Martin B. Tyler C. Nelson D. Franklin In the episode “The Honeymoon,” it is revealed that Carol Brady’s full name is Carol Ann Tyler Martin Brady. (“Tyler” is her maiden name and “Martin” was her previous married name.) Contestant Steve Perry breezed through his other Who Wants to Be a Millionaire questions with no lifelines necessary, but when this difficult million-dollar question flashed on screen, he decided not to risk it and instead walked away with $500,000.

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