The Ultimate List of This or That Questions for Corporate Team Building

When teams arrive at a retreat or corporate event, there’s always that moment: people are smiling, mingling, settling in—but still warming up. The quickest way to break the ice and spark real conversations?

This or That questions.

Short, simple, and surprisingly revealing, these quick-choice prompts help colleagues get to know each other without pressure, awkward introductions, or forced small talk. At Grupo Events, we use them at welcome cocktails, before activities like Rocket Launch and Survivor Challenge, during strategy workshops, and even at farewell dinners.

This guide gives you a massive list of 300+ This or That questions—funny, corporate-friendly, destination-inspired, travel-themed, kid-friendly, couple-friendly, and perfect for in-person, virtual, or hybrid teams.

Let’s get into it.

Why “This or That” Works So Well for Team Building

Before you dive into the 300+ prompts, here’s why this simple format is one of the most effective tools you can use at any corporate event:

1. It breaks the ice instantly

There’s no pressure, no long introductions, and no spotlight. Just choose between two options. It warms people up faster than any formal icebreaker.

2. It sparks effortless conversation

Shared preferences bring people together, and differences always lead to fun debates
(spoiler: someone will always defend pineapple on pizza with their whole soul).

3. It works for every personality type

Extroverts jump right in.
Introverts feel safe participating.
Everyone contributes without feeling put on the spot.

4. It’s naturally inclusive

These prompts avoid sensitive topics and cultural assumptions, making them accessible to global teams and mixed groups.

5. It fits any environment—physical or digital

Retreats, kickoff meetings, conference rooms, workshops, welcome cocktails, Slack channels, Zoom calls… the format works everywhere.

6. It sets the stage for deeper collaboration

When teams start relaxed and connected, they perform better in activities.

Try the This or That Question Generator

Ready for a quick burst of fun? Hit “New Question” to instantly get a random This or That prompt from our massive 300+ collection. Use it to warm up the room, kick off a session, or keep the laughter going all day long.

Your Complete Collection of 300+ This or That Questions

1. Funny This or That Questions

These light-hearted prompts are perfect for breaking the ice and getting everyone laughing. They’re quick, silly, and guaranteed to spark playful debates right from the start.

1. Coffee first or conversation first?
2. Show up early or stylishly late?
3. One more meeting or “send it in an email”?
4. Snacks at your desk or snacks hidden in a drawer?
5. Dad jokes or sarcasm?
6. Reply-all hero or reply-all villain?
7. Icebreaker lover or icebreaker sufferer?
8. Typo panic or typo denial?
9. Zoom filters on or filters off?
10. Office gossip or office silence?
11. PowerPoint animations or minimalist slides?
12. Caffeine drip or natural energy?
13. Standing desk or comfy chair?
14. Cat videos or dog videos?
15. Sticky notes everywhere or perfectly organized?
16. Morning productivity or midnight genius?
17. “I’ll fix it later” or “Fix it now”?
18. AC freezing or AC barely working?
19. Snacks or naps?
20. Headphones in or open to conversation?
21. Meeting meme reactions: yes or no?
22. Team-building champion or team-building skeptic?
23. Inbox zero or inbox chaos?
24. Unlimited office snacks or unlimited PTO?
25. Compliment sandwich or straight honesty?

 2. Work & Office This or That Questions

Professional, inclusive, and easy to answer, these questions help teams open up without getting personal. Ideal for meetings, workshops, and any moment you want colleagues to feel comfortable and connected.

1. Team meeting or quick 1:1?
2. Structured agenda or open discussion?
3. Remote work or office energy?
4. Early start or late finish?
5. Leading the meeting or supporting in the background?
6. Email recap or verbal update?
7. Weekly goals or daily check-ins?
8. Mentoring others or learning from mentors?
9. Detailed planning or spontaneous problem-solving?
10. Big-picture thinking or granular detail?
11. Collaborative brainstorm or quiet focus time?
12. Camera on or camera off?
13. Slack message or phone call?
14. Quarterly retreat or weekly team fun?
15. Recognition public or private?
16. Standing meeting or walking meeting?
17. Analytics or creativity?
18. Long-term strategy or short-term wins?
19. Presenting or observing?
20. Being the go-to expert or being the behind-the-scenes powerhouse?
21. Task batching or multitasking?
22. Learning by doing or learning by watching?
23. Manager feedback or peer feedback?
24. Corporate retreat or onsite workshop?
25. Celebrating wins big or small?

 3. Icebreaker & Team-Bonding Questions

Designed to help people loosen up and interact naturally, these prompts work beautifully during welcome mixers, group dinners, and the first few minutes of any team-building events.

1. Pool view or ocean view?
2. Spa day or adventure day?
3. Name games or zero games?
4. First to introduce yourself or wait-and-see?
5. Shared table or quiet corner?
6. Welcome drinks: mocktail or cocktail?
7. Tropical music or chill lounge playlist?
8. Networking or relaxing?
9. Asking questions or listening first?
10. Big group conversations or smaller circles?
11. Dressy or casual?
12. Icebreaker cards or free chatting?
13. “Tell us your fun fact” or “Tell us your favorite food”?
14. Meet the leadership or meet the team?
15. Early arrival or fashionably late?
16. Formal dinner or buffet-style?
17. Lanyards on or lanyards hidden?
18. Group photo or skip the photo?
19. Welcome gift or welcome drink?
20. Introduce yourself or “please don’t make me do this”?
21. Stay by your team or mix with new people?
22. Outdoor mixer or indoor mixer?
23. Name tags: helpful or awkward?
24. Assigned seating or free seating?
25. Wristbands or badges?

4. Food & Drink This or That Questions

Food is the world’s favourite conversation starter. These questions are perfect for meal times, buffets, cocktail hours, and any moment you want light, easy chatter flowing..

1. Tacos or ceviche?
2. Margarita or mojito?
3. Sweet breakfast or savory?
4. Guacamole or salsa?
5. Coffee or tea?
6. Buffet or à la carte?
7. Chocolate or vanilla?
8. Street food or fine dining?
9. Hot sauce mild or extra fiery?
10. Red wine or white wine?
11. Beer or cocktails?
12. Vegan or classic?
13. Pasta or pizza?
14. Appetizers or dessert?
15. Smoothies or juices?
16. Fries or salad?
17. Nachos or quesadillas?
18. Room service or restaurant?
19. Breakfast in bed or breakfast buffet?
20. Sparkling water or still?
21. Ice cream or cake?
22. Sushi or steak?
23. Fresh fruit or pastries?
24. Local cuisine or international?
25. Coconut water or iced coffee?

5. Travel & Retreat This or That Questions

Whether your group is travelling together or simply dreaming about their next getaway, these questions tap into everyone’s favourite travel preferences and spark stories from adventures past

1. Window seat or aisle?
2. Carry-on or checked?
3. Resort stay or boutique hotel?
4. Spa day or adventure tour?
5. Sunrise or sunset?
6. Road trip or flight?
7. Catamaran or speedboat?
8. Beach walk or jungle trek?
9. Early airport arrival or last-minute dash?
10. Local souvenirs or photos?
11. Plan everything or go with the flow?
12. Maps or apps?
13. Sunscreen every hour or “I’ll be fine”?
14. Cold destinations or warm?
15. City tour or nature excursion?
16. Shopping or exploring?
17. Pack light or pack everything?
18. Resort activities or free time?
19. Rooftop lounge or beach bar?
20. Guided tour or self-guided?
21. Swim-up bar or beach cabana?
22. Water sports or spa treatments?
23. Cultural experience or relaxation?
24. Group activities or solo exploring?
25. Stay up late or early start?

6. Beach, Resort & Adventure This or That Questions

Ideal for sunny destinations and tropical retreats, these prompts bring out everyone’s favorite ways to relax, explore, and enjoy time in paradise.

1. Snorkeling or paddleboarding?
2. Beach cabana or pool lounger?
3. Ocean swim or infinity pool?
4. Catamaran cruise or jungle ATV tour?
5. Rooftop bar or beach bar?
6. Sunrise yoga or sunset stretching?
7. Sunbathing or shade-chilling?
8. Private beach or lively beach club?
9. Jet skis or parasailing?
10. Ceviche by the sea or tacos by the pool?
11. Hammock nap or spa massage?
12. Kayaking or swimming?
13. Nature hike or resort day?
14. Botanical garden or marine reserve?
15. Guided adventure or self-guided exploring?
16. Cenote swim or ocean swim?
17. Beach volleyball or sandcastle building?
18. Cocktail hour or mocktail hour?
19. Casual beachwear or resort chic?
20. Live DJ or acoustic music?
21. Seafood feast or grilled BBQ?
22. Stargazing or sunrise watching?
23. Waterpark thrills or lazy-river chill?
24. Adventure zipline or scenic gondola?
25. Photos at every stop or live in the moment?
26. Tropical breeze or dry heat?
27. Coral reef snorkel or lagoon swim?
28. Team relay race or quiet relaxation?
29. Sunset boat ride or morning cruise?
30. Island excursion or mainland exploring?

7. Creative, Strategy & Problem-Solving This or That Questions

These prompts get people thinking, imagining, and sharing how they approach challenges. They’re perfect before strategy sessions, hands-on activities, or any experience that requires teamwork like our Grupo team challenges.

1. Brainstorming or structured planning?
2. Think big or think smart?
3. Innovation or optimization?
4. Creative chaos or organized process?
5. Quick decisions or careful analysis?
6. Data-driven or instinct-driven?
7. Visual learner or verbal learner?
8. Whiteboard session or sticky-note storm?
9. Build-first or plan-first?
10. Solve individually or solve together?
11. Prototype fast or prototype perfectly?
12. Challenge lover or challenge avoider?
13. Team leader or team supporter?
14. Strategy games or creative games?
15. Puzzle-solving or storytelling?
16. Logical thinking or lateral thinking?
17. Compete or collaborate?
18. Long-term strategy or short-term results?
19. Structured roles or flexible roles?
20. Minimal instructions or clear instructions?
21. Think quietly or think out loud?
22. One big idea or many small ideas?
23. Take risks or play safe?
24. Perfecting the plan or just starting?
25. Visualizing the solution or testing it?
26. Being precise or being fast?
27. Team captain or silent strategist?
28. Improve the idea or reinvent the idea?
29. Work solo then share, or build together start to finish?
30. Celebrate the process or celebrate the outcome?

8. General Get-to-Know-You This or That Questions

Simple, friendly, and universal—these questions help people discover each other’s preferences, habits, and personality quirks without feeling too personal.

1. Morning person or night owl?
2. Introvert energy or extrovert energy?
3. Movies or books?
4. Call or text?
5. Adventure or relaxation?
6. Dogs or cats?
7. Summer or winter?
8. Coffee or tea?
9. Travel or staycation?
10. Sweet or salty?
11. City life or rural life?
12. Comedy or drama?
13. Laptop or tablet?
14. Art museum or history museum?
15. Mountains or beaches?
16. Podcasts or playlists?
17. Work solo or work with others?
18. Dress up or dress down?
19. Cooking or ordering in?
20. Fitness or wellness?
21. Sunrise or sunset?
22. Organized or spontaneous?
23. Digital notes or handwritten?
24. Quiet weekends or busy weekends?
25. Big celebrations or intimate gatherings?
26. Learn a skill or master a skill?
27. Multitask or single-focus?
28. Sweet gesture or grand gesture?
29. New experiences or familiar favourites?
30. Make plans or follow plans?

9. Culture, Personality & Values This or That Questions

Great for deeper insight, these questions reveal how people think, communicate, and work best. They’re meaningful without being intrusive.

1. Praise privately or praise publicly?
2. Lead the way or support the leader?
3. Flexibility or structure?
4. Independence or collaboration?
5. Stability or excitement?
6. Tradition or innovation?
7. Give feedback or receive feedback?
8. Learn by observing or learn by doing?
9. Open-door culture or scheduled meetings?
10. Celebrate small wins or big wins?
11. Share ideas early or refine ideas first?
12. Clarity or creativity?
13. Inclusivity or individuality?
14. Routine or variety?
15. Direct communication or diplomatic communication?
16. Long-term loyalty or short-term opportunities?
17. Work-life balance or work-life integration?
18. Recognition or responsibility?
19. Transparency or privacy?
20. Planning or improvising?
21. Dive in or wait for instruction?
22. Friendly competition or pure collaboration?
23. Show gratitude or show results?
24. Team success or personal growth?
25. Process or outcome?
26. Adaptability or consistency?
27. Goal-chasing or relationship-building?
28. Learning new tech or sticking with what works?
29. Celebrate progress or celebrate finished results?
30. Doing things right or doing things fast?

10. Holiday & Seasonal Corporate This or That Questions

Perfect for year-end events, festive celebrations, or seasonal themes, these questions bring out nostalgic favourites and light-hearted holiday preferences.

1. Holiday party in-office or offsite?
2. Secret Santa or White Elephant?
3. Ugly sweater or festive chic?
4. Gingerbread decorating or ornament making?
5. Hot cocoa or mulled wine?
6. Year-end gratitude or year-end goals?
7. Winter retreat or summer offsite?
8. Celebrating in January or December?
9. Holiday playlist or classic hits?
10. Charity drive or volunteer day?
11. New year kickoff or year-end celebration?
12. Cold-weather trip or sunny escape?
13. Award ceremony or team dinner?
14. Cookie exchange or cocktail party?
15. Festive theme or elegant theme?
16. DIY décor or professional décor?
17. Holiday quiz or holiday games?
18. Bonus or extra PTO?
19. Fireplace lounge or rooftop party?
20. Holiday brunch or holiday dinner?
21. Champagne toast or dessert bar?
22. Year-in-review video or photo slideshow?
23. Team gift or individual gifts?
24. Formal speeches or casual toasts?
25. Live band or DJ?

11. Poll Questions for Meetings, Slack & Workshops

Fast, engaging, and great for group participation, these prompts double as quick polls—ideal for hybrid teams, breakout sessions, or energizing long agendas.

1. Cameras on or off?
2. Monday meeting or Friday meeting?
3. Short meeting or deep-dive session?
4. Hybrid work or fully remote?
5. More PTO or higher bonus?
6. Weekly wins recap or monthly recap?
7. Goals in spreadsheets or goals in dashboards?
8. Team swag: subtle or bold?
9. Quarterly retreat or annual retreat?
10. Office pets: yes or no?
11. Early lunch or late lunch?
12. Emails or instant messages?
13. Announcements in meetings or by email?
14. KPI tracking or qualitative updates?
15. Anonymous poll or open discussion?
16. Skill-sharing workshops or expert-led sessions?
17. Leadership AMA or team AMA?
18. “Good news only” round or “What we learned this week” round?
19. Stand-up meetings or sit-down meetings?
20. Team playlists or team wallpapers?
21. Surveys monthly or quarterly?
22. Retreat vibe: adventure or relaxation?
23. Goal-setting: top-down or collaborative?
24. Lunch break: independent or group?
25. Internal newsletter or weekly video update?

12. Tough or “Impossible Choice” Questions

These playful dilemmas are designed to spark laughter, dramatic groans, and lively debates. They’re just the right mix of challenging and fun.

1. Unlimited snacks or unlimited PTO?
2. More meetings or more emails?
3. No coffee for a week or no phone for a week?
4. Perfect Wi-Fi or perfect weather?
5. Early mornings forever or late nights forever?
6. Team retreat cancelled or team retreat extended?
7. Present to 500 people or solve a crisis on the spot?
8. No music or no movies?
9. Unlimited travel or unlimited sleep?
10. Take a risk or play safe?
11. Keep your desk clean or keep your inbox clean?
12. Speak at every meeting or speak at none?
13. Never miss a deadline or never get stressed?
14. Adventure day or strategy day?
15. Be team captain or be team motivator?
16. Lead a workshop or join one?
17. Give feedback to your boss or receive feedback from your boss?
18. Be the organizer or be the participant?
19. Work without breaks or work without meetings?
20. Five small tasks or one big task?
21. Travel monthly or travel yearly?
22. Win as a team or win individually?
23. Work in silence or work with music?
24. Be famous or be anonymous?
25. Plan the retreat or attend the retreat?

13. Lightning Round This or That Questions

Short, snappy, and rapid-fire—these questions keep the energy high and the pace quick. Perfect for transitions or energizers.

1. Tea or coffee?
2. Beach or pool?
3. Pasta or pizza?
4. Morning or night?
5. City or nature?
6. Netflix or YouTube?
7. Sunshine or rain?
8. Cats or dogs?
9. Sweet or salty?
10. Sneakers or sandals?
11. Read or watch?
12. Early or late?
13. Airplane or car?
14. Mountains or ocean?
15. Spa or adventure?
16. Hot or cold?
17. Phone or laptop?
18. Call or text?
19. Eat in or take out?
20. Music or podcasts?

14. Couples This or That Questions

Whether you’re on a date night, a weekend getaway, or just relaxing at home, these This or That questions are a playful way to spark connection and learn something new about each other. They’re sweet, simple, and guaranteed to start great conversations.

1. Dinner date or adventure date?
2. Sunrise walk or sunset stroll?
3. Cooking together or eating out?
4. Beach day or pool day?
5. Cozy night in or night out?
6. Shared playlist or separate playlists?
7. Gifts or quality time?
8. Planning trips or spontaneous trips?
9. Matching outfits or complementary outfits?
10. Movie night or game night?
11. Photos together or enjoy the moment?
12. Sweet or savoury treats?
13. Slow mornings or late nights?
14. Dancing or stargazing?
15. Road trip or flight?
16. Adventure sports or spa day?
17. Picnic or restaurant?
18. Fancy dress or casual comfort?
19. Surprise plans or tell-me-everything plans?
20. Tacos or sushi?

15. Kids This or That Questions

Perfect for curious little minds, these kid-friendly This or That questions are fun, light-hearted, and easy for children of all ages. Use them during car rides, family dinners, school activities, or anytime you want to get kids giggling and talking.

1. Playground or splash park?
2. Ice cream or cupcakes?
3. Superheroes or princesses?
4. Drawing or painting?
5. Hide and seek or tag?
6. Pizza or burgers?
7. Beach day or pool day?
8. Bike ride or scooter ride?
9. Cartoons or movies?
10. Coloring or building blocks?
11. Sandcastles or seashell hunting?
12. Chocolate or gummies?
13. Animals or dinosaurs?
14. Puzzles or board games?
15. Singing or dancing?
16. Storytime or playtime?
17. Play inside or outside?
18. Cookies or brownies?
19. Bubbles or balloons?
20. Magic tricks or science experiments?

How to Use This or That Questions at Your Corporate Event

1. Kick off your team-building activity with instant connection

Before diving into high-energy experiences—whether it’s a strategy challenge or a hands-on activity—start with a round of This or That. It relaxes the room, gets people talking, and immediately builds chemistry within newly formed teams.

2. Use them as fun resort-style polls

If your group is on an incentive trip or retreat, ask a few questions before meals, excursions, or downtime. It’s a simple way to check preferences (beach or pool? spa or adventure?) and seamlessly guide the flow of the day.

3. Warm up conference sessions and workshops

Use these questions to open leadership panels, keynote sessions, or breakout workshops. They transform passive listeners into active participants and set an engaging tone for deeper conversations.

4. Energize virtual or hybrid meetings

This or That questions are perfect for Zoom intros, Slack polls, and Microsoft Teams meetings. They create quick participation, improve digital rapport, and help remote colleagues feel included from the start.

5. Build them into transitions throughout the day

Use them between sessions, after breaks, or while shifting groups. A rapid-fire round keeps energy high, resets attention, and prevents mid-day slumps during longer agendas.

6. Create a “This or That” wall or activation zone

Set up a board where guests vote with stickers or notes. It becomes a lively visual element, encourages movement, and naturally sparks conversations as people compare answers.

7. Incorporate them into give-back, CSR, or community activities

When your event includes a social-impact component, This or That questions help participants connect with students, local partners, or families in a warm and approachable way. They’re especially effective for breaking the ice with kids during give-back programs.

Tips for Facilitators & Corporate Planners

1. Keep the tone light and fun

Stick to universal, easy-going choices. Steer clear of sensitive topics or anything overly personal. The goal is to spark smiles, not stress.

2. Mix categories to keep it engaging

Jump between travel, food, work, resort life, personality, and funny prompts. Variety keeps teams curious and prevents answers from becoming repetitive.

3. Rotate who asks the questions

Give different voices in the group a moment to lead. It encourages participation, breaks hierarchy, and keeps energy flowing naturally.

4. Use them at key moments for maximum impact

This or That questions work especially well at the start of the day, after transitions, or anytime you feel the room dip in energy. They act as quick resets.

5. Tie questions into the activity ahead

If teams are about to tackle a creative challenge, choose questions from the creative or strategy categories. If it’s a resort day, use beach or travel prompts. It builds momentum and primes the mindset you want.

6. Keep participation optional and stress-free

No one should feel put on the spot. The beauty of This or That is that guests can participate verbally, by raising hands, or by simply observing. The format is naturally inclusive.

7. Keep it moving

This is a fast-paced activity — don’t linger on each question too long. Momentum is key, and the fun comes from the rhythm of quick-fire choices.

Ready to Bring Your Team Together in Mexico?

If you’re planning a retreat, incentive trip, or corporate event in Mexico, Grupo Events is here to help you build unforgettable experiences.

We create high-energy team-building days, seamless corporate events, and impactful give-back programs across the Riviera Maya, Cancún, Playa del Carmen, and Los Cabos.

Whether your team wants connection, strategy, creativity, or pure fun, we’ll help you design an experience that brings people closer than ever. Contact us today!

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