200+ Fun and Engaging This or That Questions for Every Occasion

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This or That questions are a fantastic way to spark conversation, break the ice, and get to know people better—whether with friends, family, your significant other, children, or co-workers. With just two choices per question, these prompts make it easy to connect, laugh, and sometimes even debate passionately. Choose your favorite categories below and dive into these irresistible questions!

Table of Contents

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• Easy & Fun This or That Questions

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• Hard This or That Questions

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• This or That Questions for Friends

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• Funny This or That Questions

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• This or That Questions for Couples

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• This or That Questions for Kids

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• This or That Questions for Teens

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• This or That Questions to Ask Over Text

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• Icebreaker This or That Questions

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• Unique & Random This or That Questions

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• Frequently Asked Questions (FAQs)

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Easy & Fun This or That Questions

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Perfect for starting any game or conversation, these straightforward prompts work for all ages:

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• Cat or dog?

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• Morning or night?

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• Sweet or salty?

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• Beach or mountain?

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• Summer or winter?

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• Books or movies?

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• Coffee or tea?

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• Pizza or burger?

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• Rain or sunshine?

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• Phone call or text message?

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• Chocolate or vanilla?

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• Ice cream cone or ice cream cup?

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• Dancing or singing?

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• Super strength or super speed?

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• Comedy movie or horror movie?

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• Play sports or watch sports?

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• Train or airplane?

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• Salad or sandwich?

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Hard This or That Questions

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Challenge your friends or yourself with tricky choices that make you think:

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• Lose your ability to speak or lose your ability to hear?

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• Would you rather go back in time or travel to the future?

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• Be able to read minds or be invisible?

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• Never use social media again or never watch TV again?

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• Save money or spend it freely?

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• Always be underdressed or always be overdressed?

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• Win the lottery but lose all your friends, or keep your friends but never get rich?

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• Give up pizza forever or give up chocolate forever?

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• Experience heartbreak or never fall in love?

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• Live in a world without music or a world without books?

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• Be the funniest person or the smartest person in the room?

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• Work in your dream job for low pay or a boring job for high pay?

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This or That Questions for Friends

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Get to know your friends’ preferences and quirks with these great conversation starters:

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• Call first thing in the morning or late at night?

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• Netflix or YouTube?

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• Group hangout or one-on-one catch-up?

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• Photos or videos?

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• French fries or onion rings?

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• Share your food or no sharing?

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• Binge-watch a series or watch movies?

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• Party at home or go out?

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• Write letters or send texts?

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• Giving gifts or receiving gifts?

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• Instagram or TikTok?

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• Online shopping or in-store shopping?

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• Tattoos or piercings?

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• Surprise party or planned party?

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• Pizza or pasta?

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• Night out or cozy night in?

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• Roller coasters or water slides?

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• Book lover or movie buff?

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Funny This or That Questions

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Lighten up the mood with these hilarious and quirky options guaranteed to bring smiles:

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• Fight one horse-sized duck or 100 duck-sized horses?

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• Always have to sing when you speak or dance everywhere you go?

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• Never stop sneezing or never stop hiccuping?

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• Wear shoes on your hands or gloves on your feet?

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• Talk only in rhymes or sing everything you say?

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• Swap bodies with your pet or a random stranger?

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• Have spaghetti hair or sweat maple syrup?

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• Laugh uncontrollably for one minute or stand in silence for ten?

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• Always walk backwards or always talk in riddles?

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• Eat pizza every day for a month or donuts every day for a month?

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• Have fingers as long as legs or legs as short as fingers?

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This or That Questions for Couples

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These prompts will ignite fun debates, help strengthen your connection, and reveal new things about your partner:

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• Stay in or go out for date night?

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• Cuddle on the couch or take a romantic walk?

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• Cook together or order takeout?

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• Early riser or night owl?

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• Text sweet nothings or leave love notes?

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• Plan vacations or prefer spontaneous trips?

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• Share playlists or read together?

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• Public displays of affection or hand-holding only?

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• Watch a movie or go for a drive?

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• Travel to a beach destination or a mountain resort?

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• Have matching outfits or matching mugs?

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• Gift giving or quality time?

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• Surprise your partner or prefer being surprised?

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• Anniversaries big or low-key celebration?

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This or That Questions for Kids

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Simple, silly, and age-appropriate questions to get kids talking and laughing:

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• Ice cream or cake?

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• Dinosaurs or unicorns?

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• Pirate or superhero?

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• Read a book or watch cartoon?

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• Build sandcastles or snowmen?

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• Jump in puddles or climb trees?

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• Sneakers or sandals?

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• Cookies or candies?

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• Drawing or singing?

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• Summer holidays or winter holidays?

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• Slide or swing?

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• Space adventure or jungle safari?

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• Eat broccoli or brussels sprouts?

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• Always have to skip everywhere or hop everywhere?

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This or That Questions for Teens

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Break the ice, fire up debates, and draw out interests with these teen-tested questions:

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• Instagram or Snapchat?

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• Video games or board games?

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• Shopping online or at the mall?

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• Hang out with friends or family time?

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• Music festival or movie marathon?

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• Sneakers or boots?

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• Travel solo or with friends?

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• Call or text?

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• Netflix binge or YouTube session?

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• Coffee date or boba tea run?

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• Horror or comedy?

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• Classic novels or graphic novels?

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• Road trip or flight?

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• Early classes or late classes?

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• Stay organized or go with the flow?

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• Messy desk or clean desk?

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• Plan every detail or be spontaneous?

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This or That Questions to Ask Over Text

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For long-distance friends, virtual hangouts, or getting to know someone new online:

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• Texting or calling?

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• GIFs or emojis?

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• Send memes or send links?

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• Morning texts or good night texts?

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• Share your playlist or ask for theirs?

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• Voice notes or video calls?

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• Ask random questions or deep questions?

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• Cats in funny videos or dogs in funny videos?

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• Would you rather see someone’s pet or their workspace?

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• Instagram DMs or WhatsApp chats?

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• Talk about hobbies or movies first?

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Icebreaker This or That Questions

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Get meetings or group gatherings going with these quickfire questions:

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• Pancakes or waffles?

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• Work from home or work from office?

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• Lead or follow?

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• Zoom call or in-person meeting?

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• Take notes by hand or digitally?

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• Public speaking or group project?

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• Laptop or desktop?

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• Starter or dessert?

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• Brainstorming session or quiet work time?

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• Networking event or team lunch?

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• Tidy desk or organized chaos?

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• Small group or big group?

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• Music while working or silence?

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• Monday motivation or Friday wind down?

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Unique & Random This or That Questions

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Surprise your friends or family with some out-of-the-box options:

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• Live underwater or on another planet?

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• Never age physically or never age mentally?

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• Know all the secrets of the universe or all the languages in the world?

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• See the future or change the past?

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• Alien invasion or zombie apocalypse?

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• Shapeshift or teleport?

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• Be able to talk with animals or speak all foreign languages?

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• Rain money or snow chocolate?

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• Laugh at everything or never laugh again?

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• No internet or no friends?

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• Eat only sweet foods or only spicy foods forever?

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• Be the hero in your story or the sidekick in someone else’s?

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Frequently Asked Questions (FAQs)

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Q: What’s the best way to use ‘This or That’ questions?

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A: ‘This or That’ questions are great for warming up group settings, starting deeper conversations, icebreaking at work or parties, and even as prompts for social media posts or games.

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Q: Can these questions be used with children?

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A: Absolutely! There are kid-friendly suggestions above—just tailor the questions to ages and comfort levels.

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Q: How many questions do you need for a game?

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A: Even just 5-10 questions can spark a fun discussion, but for longer games, prepare 20-50 to keep everyone engaged with new choices.

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Q: Can you use these for virtual meetings or remote teams?

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A: Yes. ‘This or That’ is perfect for virtual settings to quickly energize a call, help people open up, and add personality to meetings.

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Q: What’s a good closing question?

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A: Try ”Would you rather win a lifetime supply of chocolate or your dream vacation?” to end on a sweet (or wanderlust-filled) note!

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Author

medha deb

 

Medha Deb is an editor with a master's degree in Applied Linguistics from the University of Hyderabad. She believes that her qualification has helped her develop a deep understanding of language and its application in various contexts.

Read full bio of medha deb