Boost Company Culture with These 30 Fun Engagement Questions

employee engagement Mar 6, 2024

Strong company culture is vital for remote employee engagement and retention. As an HR leader, actively listening and learning about your distributed teams builds cohesion. Thoughtfully crafted employee engagement questions bring out rich insights to nurture organizational culture across distances. This article explores entertaining yet meaningful questions for remote teams.

What Makes Employee Engagement Questions Effective?

Before crafting employee questions, consider how to structure conversations promoting psychological safety and comfort sharing feedback. Every organization has a unique mission and values to align. With empathy guiding engagement, teams openly discuss improving workflows.

Tailoring Questions to Gather Intent

Tailor questions based on intent - do you want to poll general sentiments or probe specific areas? When distributed groups have unclear expectations, clarify by asking clear yet flexible questions. Assess audience experience levels with concepts referenced to frame inclusive discussion prompts.

Promoting Psychological Safety

Think through how to pose questions promoting psychological safety, where team members feel secure being vulnerable. Consider anonymous collection methods if responses seem guarded. Build trust and openness through compassionate listening without judgment.

Setting Conversational Cadence

Map question cadence to organization rhythms like quarterly planning or project retrospectives. Asking too frequently may seem redundant while overlong gaps lose momentum. For recurring prompts, vary which aspects you examine to maintain intrigue.

Spice Up Employee Engagement with Fun Questions

In remote settings, leaning into playfulness during check-ins makes participation enjoyable. Fun questions catered to teams prompt laughter and unexpected common ground. Though entertainment has its place driving participation, ensure inquiries align with gathering meaningful perspectives.

Here are examples of fun, culturally relevant questions for remote teams:

  1. If you could switch roles with anyone at the company for a day, who would it be and why?
  2. Which fictional character would make the best addition to our team?
  3. If our company launched merchandise, what would you want to see?
  4. What’s your favorite new hobby you picked up while working remotely?
  5. If you could switch jobs with anyone at the company for a day, who would it be and why?
  6. What fictional character would make the best addition to our team?
  7. If our company launched merchandise, what would you want to see?
  8. What hobby have you picked up recently?
  9. If you had a time machine, where would you travel to and why?
  10. What's your favorite holiday tradition?
  11. If you could only eat one meal for the rest of your life what would it be?
  12. What is something you are optimistic about?
  13. If our company made a theme song, what would it be?
  14. What is your favorite way to unwind after a long week?
  15. What is the best book you’ve read recently?
  16. What goal do you have for yourself this year?
  17. What is your favorite family tradition?
  18. What is something you think everyone should do at least once?
  19. Where is the most beautiful place you have ever been?
  20. What is something you learned recently that surprised you?
  21. What hobby would you get into if time and money weren’t an issue?
  22. What could you give a 40-minute presentation on without any preparation?
  23. If you opened a business, what kind would it be?
  24. What is one TV show or movie you could watch over and over without ever getting tired of it?
  25. If you could choose anyone, who would you pick as your mentor?
  26. What is something you do that makes you feel productive?
  27. What is something popular now that annoys you?
  28. What hobby or activity do you think more people should try?
  29. If you had unlimited funds to build your dream house, what would it look like?
  30. What’s the best piece of advice you’ve ever been given?

Ask Questions through Slack Integrations

Scheduling regular employee questions across global time zones can prove challenging. CultureBot’s Slack integrations automate sending prompts through customized channels. Configure question frequency and cadence based on organizational rhythms.

Streamlining Analysis of Responses

With conversations housed in Slack, easily reference previous responses to measure engagement over time. Surfacing insights then drives strategy adjustments to double down on what works.

Safeguarding Privacy

As employees share vulnerable perspectives, be clear on how their feedback gets used and stored. Anonymize data examined broadly across the organization. For sensitive matters, direct message employee resources to assist individually.

Crafting Thoughtful Questions

Keeping engagement conversation lighthearted takes conscious care. Though entertainment draws participation, ensure substantive organization alignment through questions.

Balancing Fun and Intent

Fun questions meant solely for humor with no clear intent waste opportunities to gather insights. But unleashing unbounded chaos erodes psychological safety. Walk the fine line thoughtfully keeping organizational goals centered.

Getting Creative Question Inspiration

Pull creative questioning inspiration from researching formats used across industries and competitors. What innovations make engagement enjoyable while aligning with strategy? Outside perspectives bring freshness when ideation reaches limits.

Re-energizing Existing Frameworks

Revisit question types that previously yielded useful insights but have grown tired over time. Breathe new life by examining dilemmas from alternative lenses to realign with updated organizational directions.

So, what are you waiting for?

Thoughtful employee engagement questions, especially those invoking humor, build organizational culture across distributed teams. Tailor questions and conversation formats to gather meaningful insights safely. With CultureBot’s Slack integrations, easily implement consistent yet customizable prompts matching remote team needs.


Amy Campbell

A professional wizard with all things PeopleOps, Amy has been helping HR and People teams optimize their remote work setup and culture for over 10 years now. She's originally from California.