Employee Appreciation & Retention

10 Quick and Easy Team Icebreakers (That Pair Perfectly with Branded Gear)

Lissa Eckert Posted By Lissa Eckert

Lissa has been helping customers create their perfect custom swag at Custom Ink since 2014 and loves to share her insights, tips, and tricks.


Team-building activities like icebreakers help colleagues get to know one another beyond their job titles and feel included quickly. They’re simple, low-effort ways to help people relax, laugh, and build trust. And they can be especially valuable for remote or hybrid teams, who miss out on spontaneous hallway chats.

When you pair these activities with branded team gear like matching T-shirts, mugs, or hats, they can have an even more unifying effect. We make it easy to design customized merch that brings your group together virtually or in-person.

Here are 10 quick and fun team ice breaker games that anyone can host. They’re easy to plan and require little to no prep. When choosing ice breakers for your team, be sure to consider your team’s culture and comfort level so that everyone feels included.

In This Article

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Key Takeaways

  • Simple activities build strong connections. Team icebreakers like Two Truths and a Lie, emoji check-ins, and gratitude shoutouts require little to no prep but help colleagues bond beyond their job titles.
  • Branded gear amplifies team moments. Pairing icebreaker activities with matching T-shirts, hoodies, or custom swag creates lasting memories and reinforces team identity.
  • Icebreakers work for any team format. Whether your team is remote, hybrid, or fully in-office, these activities can be adapted for virtual breakout rooms or in-person gatherings.

1. Two Truths and a Lie (With a Twist)

A classic for a reason, Two Truths and a Lie never fails to spark laughter. Each person shares three statements about themselves (two that are true, one false) while the group tries to spot the lie.

This is one of the easiest team-building ice breaker activities to kick off meetings or onboarding sessions, because it encourages curiosity and reveals fun facts about colleagues.

Team-building twist: Award small prizes, like branded mugs or stickers, to whoever guesses the most correctly.

2. Desk (or Bag) Show and Tell

Ask each team member to share one item from their workspace, desk, or bag that represents them. It could be a meaningful souvenir, a favorite coffee mug, or even their trusty Custom Ink hoodie that’s become part of their daily routine.

Design Inspiration

One Team One Dream design templateThanks for being Awesome design templateYour Company design template

3. Emoji Check-In

Try this quick icebreaker at the start of your daily standups. Ask everyone to share the one emoji that best represents their current mood, with no explanations at first. Once everyone’s shared, go around and let each person give a short reason why they chose that emoji.

It’s a great pulse check for the team, mixing empathy with a bit of humor.

Make it visual: If your team meets in person, print large emoji cards or stickers with your company’s logo. For remote teams, send them emoji pins or use digital backgrounds featuring your brand. It’s fast, light, and one of the easiest team ice breaker games to start conversations organically.

4. The Outfit Day Challenge

Celebrate your team’s personality with an Outfit Day Challenge. Choose a fun theme, like “Throwback Thursday,” “Pajama Party,” or “Company Colors,” and encourage everyone to wear their favorite branded gear that fits the theme.

Snap a team photo (in person or virtually) and post it to your company’s internal channels or social media.

Bonus idea: Turn it into a competition with categories like Most Creative Look or Best Use of Branded Gear. Winners can receive a new piece of team swag, such as a hoodie or tote bag.

Customer Story

Kindel Holiday Group Photo T-Shirt Photo

“Custom Ink created the best t-shirts for our company party this year! We had all of our regional sales reps in to learn more about the Kindel product and get to know our employees. We celebrated by having a beautifully catered dinner by chef Tommy FitzGerald at a local bed and breakfast, The Leonard at Logan House. Thanks again to Custom Ink for helping us create a special event!”

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5. Speed Connections

This is a fast, structured way to help colleagues get to know one another. Use it for cross-functional projects, at networking events, or off-sites. Pair participants for short, three-minute chats using lighthearted prompts:

  • “What’s your go-to comfort food?”
  • “What’s one skill you wish you could learn instantly?”
  • “If you had to wear one piece of team swag every day, what would it be?”

After each round, participants switch partners. For remote teams, this is an excellent team building game for virtual teams using breakout rooms.

Make it lasting: Send everyone a custom notebook to jot down fun facts about their coworkers. It’s a thoughtful keepsake that helps relationships stick beyond the event.

6. Trivia Time

Few things bring out laughter and light competition like trivia. Host a 15-minute session filled with company history, pop culture, or random fun facts.

Include a few trivia questions about your brand or team milestones, such as, “What year did we start selling our first custom T-shirts?”

Award small team-branded prizes, like mugs, hats, or pens, to encourage friendly competition. Trivia doubles as one of the most flexible team building games for the office or online. You can easily tailor it to suit your group’s interests and energy levels.

7. Virtual Scavenger Hunt

Scavenger hunts can work in-person or remotely. Give everyone a list of items to find around their space: something red, something nostalgic, something that makes noise, or something that represents teamwork. Pair people off into teams and see who can gather all the items fastest, or work individually.

Each person holds their items up to the camera, and the group votes on the most creative or unexpected finds.

8. Would You Rather?

Simple, fast, and always fun, the classic game “Would You Rather?” makes an excellent conversation starter. You can customize them to fit your team’s vibe:

  • Would you rather work from a beach house or a mountain cabin?
  • Would you rather win a year’s supply of coffee or snacks for the breakroom?

Create a card deck for these prompts and use them in your meetings. It’s one of the most versatile team building ice breaker activities, because it works for any group size and setting.

9. Team Playlist

You can learn a lot about a person by the music they listen to. Play office DJ and compile a playlist based on your team’s favorite songs.

Ask everyone to share one song that either pumps them up before a big presentation or just feels like them. Maybe your quietest developer loves death metal, while your extroverted salesperson plays melancholy folk music.

Make a Spotify playlist and have team members guess who chose that song. Then, have each person explain the reason for their pick.

Make it memorable: Design a custom playlist cover featuring your team logo or slogan, and send everyone custom shirts inspired by the playlist theme (like “Marketing Mix Tape” or “Sales Jams 2026”).

It’s an easy, ongoing way to bond and one of the more creative team building games for the office because you can play the playlist before meetings or during breaks.

10. Gratitude Shoutouts

End your Friday meetings with a quick gratitude circle, where everyone thanks one person for something specific from that week, like “you jumped on that client call when I was stuck,” or “you made me laugh when I was spiraling about the deadline.”

People leave for the weekend feeling seen, and they’re more likely to help each other out the following week.

You can even hand out small gratitude rewards, like these good vibes pins.

Why Branded Swag Makes Icebreakers Even Better

Whether you’re organizing team building games for the office or running team building games for virtual teams, adding branded gear turns ordinary moments into lasting memories.

Good swag gives people a reason to keep talking about the event afterward: Someone wears that shirt to the office a month later, and it sparks a conversation about that ridiculous team challenge or the time someone lost spectacularly at charades.

It’s a physical reminder that your team does things together beyond just grinding through meetings.

Plus, when everyone’s wearing the same gear during a team event, whether in person or on a Zoom call, it creates a small but noticeable sense of togetherness that’s hard to manufacture otherwise.

How to Get Started with Team Gear

  1. Choose your products: Browse our team apparel collection for T-shirts, hoodies, hats, and more.
  2. Design in our Design Lab: Use our Design Lab to upload your logo, add text, or start with one of our templates.
  3. Get help if you need it: Our design experts (we call them Inkers) are available to help you create the perfect design at no extra cost.
  4. Set up group ordering: Let team members choose their own sizes and pay separately with our group order feature.

Bringing It All Together

The best team-building ice breakers don’t need complicated planning.

Whether you’re bonding through trivia, sharing stories in a show-and-tell, or rocking your Custom Ink gear during a matching outfit day, these small moments can make a big impact.

No matter where or how your team connects, we’re here to help you look great, feel united, and have fun together.

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Frequently Asked Questions

Q: What are the best team building ice breaker activities for remote teams?

For remote teams, we recommend activities that translate well to video calls, such as Two Truths and a Lie, Emoji Check-Ins, Virtual Scavenger Hunts, and Speed Connections using breakout rooms. Sending team members matching gear beforehand (like branded hoodies or mugs) helps create visual unity even when everyone is joining from different locations.


Q: How long should team ice breaker games last?

Most icebreakers work best when they’re kept short, around 5 to 15 minutes. Quick activities like Emoji Check-Ins or Would You Rather can take just a few minutes, while Trivia Time or Speed Connections might run 15 to 20 minutes. The key is to keep things light and energizing without eating into productive work time.


Q: What kind of branded team gear works best for team building games for the office?

For office team building, practical items that employees will actually use tend to work best. Custom T-shirts are always popular for themed outfit days, while mugs, notebooks, and tote bags make great prizes for trivia winners or gratitude shoutouts.


Q: Can I order just a few items for team icebreaker prizes?

Many of our products have low or no minimums, so you can order small quantities for prizes without committing to a large order. Just check the product details page or filter by “no minimum” when browsing. Items like custom pins and stickers are especially affordable for small prize batches.


Q: How far in advance should I order custom team apparel for a team building event?

Orders typically arrive within 2 weeks with our free standard shipping. If you need items faster, rush options are available for an additional charge. For larger team events, we recommend ordering at least 2 to 3 weeks ahead to allow time for group size collection and any design revisions. Check our delivery options for specific timelines.


Q: Can team members choose their own sizes when ordering team building gear?

Yes! Our group order feature lets each team member select their own size, style preferences, and even pay separately if needed. This takes the guesswork out of ordering for a group and ensures everyone gets a comfortable fit.


Q: Do you have design templates for team building games for virtual teams?

Absolutely. Our Design Lab includes hundreds of templates you can customize with your team name, logo, or inside jokes. You can also upload your own artwork or work with our design experts to create something completely custom at no extra charge.


Q: What’s the best icebreaker activity for new employees or onboarding?

Two Truths and a Lie and Desk Show and Tell are both excellent for onboarding because they help new hires share personal facts without feeling put on the spot. Consider sending new team members a welcome kit with branded gear like a hoodie or notebook before their first day to help them feel part of the team from the start.


Q: Can I get help designing custom team apparel for my icebreaker activities?

Our design experts are available to help you create the perfect design at no extra cost. Whether you need help refining your logo, choosing colors, or starting from scratch, you can reach out to our team by phone, chat, or email. We’re here 7 days a week.


Lissa has been helping customers create their perfect custom swag at Custom Ink since 2014 and loves to share her insights, tips, and tricks.

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