Free Guessing Game Templates for Business Coaching Groups

Looking to energize your business coaching community? Guessing Game posts spark curiosity and playful competition, making your members eager to join in. These templates take the guesswork out of engagement and help you build a vibrant, interactive space.

Business Coaching 42 Templates

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Why This Works

Guessing Games tap into natural curiosity and the universal desire to get the right answer. The playful challenge creates a low-pressure way for members to participate, even if they are new or hesitant to post. By offering fun clues related to business coaching, you invite speculation and friendly competition, making your community feel more connected.

Psychologically, Guessing Games activate our reward centers as we anticipate the answer and feel satisfaction when we guess correctly. This sense of accomplishment encourages repeat participation and helps members bond over shared interests. For business coaching, these games double as learning moments, reinforcing industry concepts in a memorable way.

42 Ready-to-Use Templates

1

Guess which business habit I never skip in my morning routine. What is it?

๐Ÿ’ก Example: "Guess which business habit I never skip in my morning routine. What is it? (Answer: Journaling)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #routine #personal #engagement
2

I am a productivity tool that starts with T and helps organize tasks. What am I?

๐Ÿ’ก Example: "I am a productivity tool that starts with T and helps organize tasks. What am I? (Answer: Trello)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #tools #productivity #guessing
3

This one thing doubled my client referrals last year. Can you guess what it was?

๐Ÿ’ก Example: "This one thing doubled my client referrals last year. Can you guess what it was? (Answer: Asking for testimonials)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #client #referrals #strategy
4

Which leadership skill do most new business coaches overlook?

๐Ÿ’ก Example: "Which leadership skill do most new business coaches overlook? (Answer: Active listening)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #leadership #skills #coaching
5

I am the most common productivity blocker for entrepreneurs. What am I?

๐Ÿ’ก Example: "I am the most common productivity blocker for entrepreneurs. What am I? (Answer: Procrastination)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #productivity #obstacles #engagement
6

Guess how many hours I spend on client calls each week.

๐Ÿ’ก Example: "Guess how many hours I spend on client calls each week. (Answer: 10 hours)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #personal #time #engagement
7

What is my favorite book for business mindset? Take a wild guess!

๐Ÿ’ก Example: "What is my favorite book for business mindset? Take a wild guess! (Answer: Atomic Habits)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #books #mindset #fun
8

I always do this before a big presentation. What is my secret ritual?

๐Ÿ’ก Example: "I always do this before a big presentation. What is my secret ritual? (Answer: Power pose)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #presentations #habits #fun
9

Which business app saves me the most time each day?

๐Ÿ’ก Example: "Which business app saves me the most time each day? (Answer: Calendly)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #apps #productivity #guess
10

This famous entrepreneur inspires me the most. Who do you think it is?

๐Ÿ’ก Example: "This famous entrepreneur inspires me the most. Who do you think it is? (Answer: Sara Blakely)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #inspiration #entrepreneur #guessing
11

Guess which day of the week I schedule all my goal-setting sessions.

๐Ÿ’ก Example: "Guess which day of the week I schedule all my goal-setting sessions. (Answer: Monday)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #goals #schedule #habit
12

I started my first business at this age. Can you guess how old I was?

๐Ÿ’ก Example: "I started my first business at this age. Can you guess how old I was? (Answer: 23)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #personal #entrepreneurship #fun
13

Which industry trend do I think will shape our future most?

๐Ÿ’ก Example: "Which industry trend do I think will shape our future most? (Answer: AI automation)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #trends #future #engagement
14

This is my go-to method for managing stress as a coach. What do you think it is?

๐Ÿ’ก Example: "This is my go-to method for managing stress as a coach. What do you think it is? (Answer: Meditation)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #stress #self-care #habits
15

Can you guess my favorite way to celebrate a business win?

๐Ÿ’ก Example: "Can you guess my favorite way to celebrate a business win? (Answer: Dinner with family)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #celebration #fun #personal
16

What is the first thing I do every Monday to set up my week?

๐Ÿ’ก Example: "What is the first thing I do every Monday to set up my week? (Answer: Review goals)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #routine #planning #habits
17

Guess the number one question clients ask me during coaching sessions.

๐Ÿ’ก Example: "Guess the number one question clients ask me during coaching sessions. (Answer: How do I stay motivated?)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #clients #questions #engagement
18

I learned my best networking tip from this situation. What was it?

๐Ÿ’ก Example: "I learned my best networking tip from this situation. What was it? (Answer: Attending a local meetup)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #networking #learning #personal
19

Which productivity hack do I swear by during busy weeks?

๐Ÿ’ก Example: "Which productivity hack do I swear by during busy weeks? (Answer: Time blocking)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #productivity #hacks #engagement
20

Guess what I consider the most underrated business skill.

๐Ÿ’ก Example: "Guess what I consider the most underrated business skill. (Answer: Empathy)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #skills #coaching #engagement
21

I met my first client in an unexpected place. Where do you think it was?

๐Ÿ’ก Example: "I met my first client in an unexpected place. Where do you think it was? (Answer: Coffee shop)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #clients #personal #fun
22

What is the biggest challenge I faced in my first year of business?

๐Ÿ’ก Example: "What is the biggest challenge I faced in my first year of business? (Answer: Finding clients)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #challenges #business #learning
23

I never leave home without this business tool. What is it?

๐Ÿ’ก Example: "I never leave home without this business tool. What is it? (Answer: Notebook)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #tools #personal #guess
24

Guess the first thing I ask every new coaching client.

๐Ÿ’ก Example: "Guess the first thing I ask every new coaching client. (Answer: What is your biggest goal?)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #clients #questions #coaching
25

Which business value guides every decision I make?

๐Ÿ’ก Example: "Which business value guides every decision I make? (Answer: Integrity)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #values #decisions #coaching
26

I use this color to boost my focus at work. Can you guess which one?

๐Ÿ’ก Example: "I use this color to boost my focus at work. Can you guess which one? (Answer: Blue)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #focus #personal #fun
27

What is the most surprising lesson I learned from a client?

๐Ÿ’ก Example: "What is the most surprising lesson I learned from a client? (Answer: The value of patience)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #clients #learning #engagement
28

This snack keeps me energized during long coaching days. What is it?

๐Ÿ’ก Example: "This snack keeps me energized during long coaching days. What is it? (Answer: Almonds)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #snacks #personal #fun
29

My favorite way to end a busy week is with this activity. Guess what it is!

๐Ÿ’ก Example: "My favorite way to end a busy week is with this activity. Guess what it is! (Answer: Going for a walk)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #fun #routine #personal
30

Guess which business podcast I never miss.

๐Ÿ’ก Example: "Guess which business podcast I never miss. (Answer: The Tim Ferriss Show)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #podcast #learning #fun
31

I use this one-word mantra to stay motivated. Can you guess it?

๐Ÿ’ก Example: "I use this one-word mantra to stay motivated. Can you guess it? (Answer: Focus)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #motivation #mantra #habits
32

What is the first step I take when setting a new business goal?

๐Ÿ’ก Example: "What is the first step I take when setting a new business goal? (Answer: Write it down)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #goals #planning #coaching
33

Guess how I reward myself for reaching a coaching milestone.

๐Ÿ’ก Example: "Guess how I reward myself for reaching a coaching milestone. (Answer: Take a day off)"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #milestones #celebration #fun
34

I overcame my biggest fear in business by doing this. What was it?

๐Ÿ’ก Example: "I overcame my biggest fear in business by doing this. What was it? (Answer: Public speaking)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #fears #growth #personal
35

Which book do I recommend most to new business coaches?

๐Ÿ’ก Example: "Which book do I recommend most to new business coaches? (Answer: The E-Myth Revisited)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #books #recommendation #coaching
36

My favorite way to network is at this type of event. Can you guess?

๐Ÿ’ก Example: "My favorite way to network is at this type of event. Can you guess? (Answer: Workshops)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #networking #events #personal
37

I attribute most of my business growth to this habit. What is it?

๐Ÿ’ก Example: "I attribute most of my business growth to this habit. What is it? (Answer: Daily reflection)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #growth #habits #coaching
38

Which business tool do I recommend for tracking progress?

๐Ÿ’ก Example: "Which business tool do I recommend for tracking progress? (Answer: Asana)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #tools #tracking #recommendation
39

Guess my favorite quote to share with clients.

๐Ÿ’ก Example: "Guess my favorite quote to share with clients. (Answer: Progress over perfection)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #quotes #clients #inspiration
40

This one word describes my approach to business coaching. What is it?

๐Ÿ’ก Example: "This one word describes my approach to business coaching. What is it? (Answer: Empowerment)"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #coaching #approach #values
41

I always start my coaching sessions with this question. Can you guess it?

๐Ÿ’ก Example: "I always start my coaching sessions with this question. Can you guess it? (Answer: What would make today a win for you?)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #sessions #questions #coaching
42

What is the biggest lesson I learned from a failed business idea?

๐Ÿ’ก Example: "What is the biggest lesson I learned from a failed business idea? (Answer: The importance of adaptability)"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #failure #learning #personal

How to Use These Templates

Pick a template and customize it for your community. Post the clue and invite members to comment their guesses. Reveal the answer after a set period or once enough responses are in. Use these games to break the ice, start conversations, or reinforce key coaching ideas. Rotate different themes and formats to keep things fresh and encourage all member types to participate.

Best Practices

  • Keep questions simple and answerable without research
  • Use clues relevant to your members' business coaching interests
  • Encourage friendly participation and avoid competitive pressure
  • Rotate topics to include mindset, leadership, productivity, and more
  • Always follow up with the answer and a brief teaching point

All Platforms Tips

On all platforms, keep posts concise and mobile-friendly. Use images or emojis sparingly to add visual interest if supported. Pin or highlight the post for better visibility. Respond promptly to guesses to maintain momentum and acknowledge participation.

Frequently Asked Questions

How often should I post Guessing Game content in my business coaching community?

Aim for once or twice per week to keep engagement high without overwhelming members. Adjust based on your community's response.

What if members are hesitant to participate?

Start with very easy or fun questions. Tag or mention members to invite them in, and always acknowledge every guess.

Can I use these templates for live events or webinars?

Yes, these templates work well for live sessions, chat, or comment threads. Adapt the format to suit your platform.

Should I always reveal the answer?

Yes, revealing the answer keeps the game fair and satisfying. Add a teaching point or follow-up discussion when possible.

How do I encourage more lurkers to join in?

Use simple, non-intimidating questions and occasionally offer small incentives for first-time participants.

Are these templates suitable for private or paid groups?

Absolutely. Guessing Games are effective in private, paid, or open communities for any level of member.

Can I customize the templates for my niche?

Yes, personalize the clues or answers to better fit your coaching specialty or community interests.

๐Ÿ“…
Schedule these posts to your community
Plan ahead & auto-post to Skool, Circle, or Mighty Networks
Try Free โ†’
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