This or That Questions: Funny Icebreaker Questions in 2024

This or That Questions
Lisa Lawrence

Written by Lisa Lawrence

Lisa Lawrence. is a certified facilitator and team building expert with over 12 years of experience in the field.  She has a passion for helping to build stronger teams and has worked with a wide range of fortune 500 businesses to improve communication and boost morale in the New York City Metro Area.

January 11, 2024

This or that is a conversation-starter game that can be a great way to build rapport and strengthen bonds among team members.

This game can be used as an icebreaker at a team meeting, team builder, or corporate social event.

To play the game, one person asks the group a “this or that” question, and team members must choose which option they prefer. Here are 50+ “this or that” questions you may want to use during your next upcoming team builder.

We list these ideas into the following categories:

This or That Questions: Funny Icebreaker Questions

  • This or that General Questions
  • This or that for Employees
  • This or that for Managers
  • This or that for SalesPeople
  • This or that for Pet Lovers
  • This or that for Sports Fanatics

This or That General Questions

  • Beach vacation or mountain vacation?
  • Early bird or night owl?
  • Coffee or tea?
  • Sweet or savory?
  • Books or movies?
  • Does solo travel or group travel?
  • Dogs or cats?
  • Fast food or home-cooked meals?
  • Spontaneous or planned?
  • Adventure or relaxation?

These general questions can be used to initially break the ice and spark genuine conversation.

Team members will immediately discover common interests amongst their peers on various topics. It’s the ideal opportunity to share their own experiences, insights and preferences.

Get to Know Your Employees…… Got Icebreaker Games?  PRESS PLAY!

Need Help

Team Leaders!  Book a live game show experience today!
Contact us for further details.
We come to your office, venue or off-site location..
For Immediate assistance by text – 917-670-4689
No deposit required. 5-star corporate entertainment.


This or That Questions for Employees

  • Collaborative work or independent work?
  • Office or remote work?
  • Face-to-face meetings or virtual meetings?
  • Structured or flexible schedule?
  • Individual goals or group goals?
  • Data-driven decisions or gut instincts?
  • Traditional or unconventional solutions?
  • Formal or casual work environment?
  • Top-down communication or open communication?

These types of questions can help employees understand their own work preferences and how they prefer to work with others.

Also, they can be used to facilitate discussions with their colleagues and supervisors about work style and how to work together effectively.

This or That Questions for Managers

  • Micromanaging or hands-off approach?
  • Structured or flexible work schedule?
  • In-person meetings or virtual meetings?
  • Top-down communications or open communications?
  • Individual goals or team goals?
  • Traditional or unconventional solutions?
  • Long-term or short-term planning?
  • Data-driven decisions or gut instincts?
  • Collaborative or independent work?
  • Rewards or punishments for motivation?

These questions may help managers understand their own leadership style and how they prefer to manage their group.

They can also be used to facilitate discussions with other team members about management preferences.

This or That Conversation Starter Game for Salespeople

  • Phone calls, emails, or texts for follow-up with clients?
  • In-person meetings or video calls for presentations?
  • Product demos or case studies for closing deals?
  • Networking events, social media, or search engine optimization for leads?
  • Cold calling or warm leads for prospecting?

This short list of questions is great for salespeople to uncover how their colleagues deal with the sales process.

This or That Questions for Sports Fanatics

  • Football or basketball?
  • Soccer or baseball?
  • Home team or away team?
  • Live game or TV broadcast?
  • Tailgating or sports bar?
  • Team Jersey or Team t-shirt?
  • Season tickets or single-game tickets?
  • Face paint or a team hat?
  • Player statistics or team record?
  • Playing sports or watching sports?

This or That for Pet Lovers

Dogs or cats? Big Pets or small pets? Indoor pets or outdoor pets? Training or no training?

Purebred or Mixed breed? Playful or calm temperament? Puppy or Adult pet? Wet food or dry food?

Leash or harness? Dog Park or backyard? Doggy daycare or in-home pet sitting?

These icebreaker-style questions are a great way to spark conversation and get the team members engaged by thinking about different strategies and approaches to various topics.

It’s a good way for them to share their own experiences and what they feel works best.

Need help with planning an Icebreaker for your next team builder?

Contact us today if you need a step by step guide to help plan a fun and engaging activity for your next team-building retreat or event.

We have several interactive games that are very entertaining to choose from and don’t require a deposit upon booking,

Give us a call today, don’t delay, let’s Play!

Attention: HR Managers, Team Leaders and Executive Assistants

Looking to book your next team building experience with no deposit required?
Give us a call.  Live Game Shows are our specialty.



You May Also Like…




Book a game show within next 48 hours and get a discount upto 10%.

We will contact you shortly.