How to Craft the Perfect Comeback, According to Experts

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In a 1997 episode of Seinfeld called “The Comeback,” George Costanza is merrily stuffing himself with free shrimp at a meeting. His coworker mocks him: “Hey, George, the ocean called. They’re running out of shrimp.” George stands humiliated as laughter fills the room, his mind searching frantically for the perfect riposte.

It’s only later, on the drive home, that he thinks of the comeback. But the moment has passed.

The common human experience of thinking of the perfect response too late—l’esprit de l’escalier, or "the wit of the staircase"—was identified by French philosopher Denis Diderot when he was so overwhelmed by an argument at a party that he could only think clearly again once he’d gotten to the bottom of the stairs.

We've all been there. Freestyle rappers, improv comedians, and others who rely on witty rejoinders for a living say their jobs make them better equipped to seize the opportunity for clever retorts in everyday life. They use a combination of timing, listening, and gagging their inner critics. Here are their insights for crafting the perfect comeback.

LISTEN TO YOUR OPPONENT’S ARGUMENT.

The next time you’re in a heated conversation, be less focused on what you're about to say and more attentive to what you're actually responding to. When you spend more time considering what your sparring partner is saying, “you’re deferring your response until you’ve fully heard the other person," Jim Tosone, a technology executive-turned-improv coach who developed the Improv Means Business program, tells Mental Floss. Your retorts may be more accurate, and therefore more successful, when you’re fully engaged with the other person’s thoughts.

DON’T THINK TOO MUCH.

According to Belina Raffy, the CEO of the Berlin-based company Maffick—which also uses improv skills in business—not overthinking the situation is key. “You’re taking yourself out of unfolding reality if you think too much,” she tells Mental Floss. It’s important to be in the moment, and to deliver your response to reflect that moment.

TRAIN THAT SPONTANEOUS MENTAL MUSCLE.

History’s most skilled comeback artists stored witticisms away for later use, and were able to pull them out of their memory at the critical time.

Winston Churchill was known for his comebacks, but Tim Riley, director and chief curator at the National Churchill Museum in Fulton, Missouri, tells Mental Floss that many of his burns were borrowed. One of his most famous lines was in response to politician Bessie Braddock’s jab, “Sir, you are drunk.” The prime minister replied, “And you, Bessie, are ugly. But I shall be sober in the morning, and you will still be ugly.”

Riley says this line was copied from comic W.C. Fields. Nevertheless, it took quick thinking to remember and reshape the quote in the moment, which is why Churchill was thought of as a master of timing. “It was an off-the-cuff recall of something he had synthesized, composed earlier, and that he was waiting to perform,” Riley says.

But in some situations, the retort must be created entirely in the moment. Training for spontaneity on stage also helps with being quicker-witted in social situations, New York City battle rap emcee iLLspokinn tells Mental Floss. It’s like working a spontaneous muscle that builds with each flex, so, you’re incrementally better each time at seizing that witty opportunity.

MUZZLE YOUR INNER CRITIC.

Anyone who has been in the audience for an improv show has seen how rapidly performers respond to every situation. Improv teaches you to release your inhibitions and say what drops into your mind: “It’s about letting go of the need to judge ourselves,” Raffy explains.

One way to break free of your internal editor might be to imagine yourself on stage. In improv theater, the funniest responses occur in the spur of the moment, says Douglas Widick, an improv performer who trained with Chicago’s Upright Citizens Brigade. By not letting one’s conscience be one’s guide, actors can give into their “deepest fantasies” and say the things they wouldn’t say in real life.

IF YOU HAVE AN EXTRA SECOND, HONE YOUR ZINGER.

The German version of Diderot’s term is Treppenwitz, also meaning the wit of the stairs. But the German phrase has evolved to mean the opposite: Something said that, in retrospect, was a bad joke. When squaring up to your rival, the high you get from spearing your opponent with a deadly verbal thrust can be shadowed by its opposite, the low that comes from blurting out a lame response that lands like a lead balloon.

That's a feeling that freestyle rapper Lex Rush hopes to avoid. “In the heat of the battle, you just go for it,” she tells Mental Floss. She likens the fight to a “stream of consciousness” that unfolds into the mic, which leaves her with little control over what she’s projecting into the crowd.

It may help to mull over your retort if you have a few extra seconds—especially if you’re the extroverted type. “Introverts may walk out of a meeting thinking, ‘Why didn’t I say that?’ while extroverts think, ‘Why did I say that?’” Tosone, the improv coach, says. Thinking before you speak, even just briefly, will help you deploy a successful comeback.

And if it doesn’t go your way, iLLspokinn advises brushing off your missed opportunity rather than dwelling on your error: “It can be toxic to hold onto it."

THROW DIGITAL SHADE ACCORDING TO THE SAME RULES—BUT BE QUICK ABOUT IT.

Texting and social media, as opposed to face-to-face contact, give you a few extra minutes to think through your responses. That could improve the quality of your zinger. “We’re still human beings, even on screens. And we prefer something that is well-stated and has a fun energy and wit about it," Scott Talan, a social media expert at American University, tells Mental Floss.

But don't wait too long: Replies lose their punch after a day or so. “Speed is integral to wit, whether in real life or screen life,” Talan says. “If you’re trying to be witty and have that reputation, then speed will help you."

Some companies have excelled in deploying savage social media burns as marketing strategies, winning viral retweets and recognition. The Wendy’s Twitter account has become so well known for its sassy replies that users often provoke it. “Bet you won’t follow me @Wendys,” a user challenged. “You won that bet,” Wendy’s immediately shot back.

George Costanza learns that lesson when he uses his rehearsed comeback at the next meeting. After his colleague repeats his shrimp insult, George stands and proudly announces, “Oh yeah? Well, the jerk store called, and they’re running out of you!”

There’s silence—until his nemesis comes back with a lethal move: “What’s the difference? You’re their all-time best-seller.”

Presidents Day vs. President's Day vs. Presidents' Day: Which One Is It?

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Happy Presidents’ Day! Or is it President’s Day? Or Presidents Day? What you call the national holiday depends on where you are, who you’re honoring, and how you think we’re celebrating.

Saying "President’s Day" implies that the day belongs to a singular president, such as George Washington or Abraham Lincoln, whose birthdays are the basis for the holiday. On the other hand, referring to it as "Presidents’ Day" means that the day belongs to all of the presidents—that it’s their day collectively. Finally, calling the day "Presidents Day"—plural with no apostrophe—would indicate that we’re honoring all POTUSes past and present (yes, even Andrew Johnson), but that no one president actually owns the day.

You would think that in the 140 years since "Washington’s Birthday" was declared a holiday in 1879, someone would have officially declared a way to spell the day. But in fact, even the White House itself hasn’t chosen a single variation for its style guide. They spelled it “President’s Day” here and “Presidents’ Day” here.


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Maybe that indecision comes from the fact that Presidents Day isn’t even a federal holiday. The federal holiday is technically still called “Washington’s Birthday,” and states can choose to call it whatever they want. Some states, like Iowa, don’t officially acknowledge the day at all. And the location of the punctuation mark is a moot point when individual states choose to call it something else entirely, like “George Washington’s Birthday and Daisy Gatson Bates Day” in Arkansas, or “Birthdays of George Washington and Thomas Jefferson” in Alabama. (Alabama loves to split birthday celebrations, by the way; the third Monday in January celebrates both Martin Luther King Jr. and Robert E. Lee.)

You can look to official grammar sources to declare the right way, but even they don’t agree. The AP Stylebook prefers “Presidents Day,” while Chicago Style uses “Presidents’ Day.”

The bottom line: There’s no rhyme or reason to any of it. Go with what feels right. And even then, if you’re in one of those states that has chosen to spell it “President’s Day”—Washington, for example—and you use one of the grammar book stylings instead, you’re still technically wrong.

Have you got a Big Question you'd like us to answer? If so, let us know by emailing us at bigquestions@mentalfloss.com.

11 Words You Might Not Realize Come From “Love”

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iStock.com/PeopleImages

1. BELIEVE

In Old English, believe was geliefan, which traces back to the Germanic galaubjan, where laub is the root for “dear” (so “believe” is “to hold dear”). Laub goes back to the Proto-Indo-European root for “love,” leubh.

2. FURLOUGH

We got furlough from the Dutch verlof, which traces back to the same Germanic laub root as in believe. It is also related to the sense of leave meaning "allowance" or "permission" (“get leave,” “go on leave”). The “leave” in a furlough is given with pleasure, or approval, which is how it connects back to love.

3. FRIDAY

Old English Frigedæg was named for Frigg, the Germanic goddess of love (and counterpart to the Roman Venus). According to the OED, frīg was also a noun for “strong feminine” love.

4. VENOM

Venom comes from the Latin venenum, which shares a root with the love goddess Venus, and originally referred to a love potion.

5. AMATEUR

The root of amateur is Latin amare, “to love.” An amateur practices a craft simply because they love it.

6. CHARITY

The Latin caritas, which ended up as charity in English, was a different kind of love than amor, implying high esteem and piety, rather than romance and passion. It was used to translate the Ancient Greek agape, the word used in the New Testament to express godly love.

7. PHILOSOPHY

Greek had another word for love, philia, that—in contrast to agape and eros (sexual love)—meant brotherly or friendly love. It’s used in many classical compounds to signify general fondness or predilection for things. Philosophy is the love of sophos, wisdom.

8. PHILANTHROPY

This one means love of anthropos, humanity.

9. PHILADELPHIA

You might know it as the “city of brotherly love,” but you might not know that the tagline is right there in the name. It’s love for adelphos, brother.

10. PHILIP

The name Philip comes from the compound phil- + hippos, love of horses.

11. ACIDOPHILUS

Have you been taking acidophilus probiotic supplements for digestive health? It’s made from acid-loving bacteria, i.e., bacteria that easily take up an acid dye for viewing under the microscope.

This list originally ran in 2015.

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