Drive Business Coaching Community Engagement with Would You Rather Prompts

Struggling to get your business coaching community talking? Would You Rather questions are a playful way to spark creative thinking and lively discussions. Use these ready-to-go templates to inspire thoughtful debates and help members connect with each other.

Business Coaching 42 Templates

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Why This Works

Would You Rather questions tap into the human love for choice and imagination. By presenting two intriguing scenarios, they invite members to consider possibilities, reflect on their values, and reveal their preferences. This format lowers the barrier for participation, because there are no wrong answers and every response is valid.

In business coaching communities, these questions can help members share their perspectives on growth, leadership, and decision-making in a lighthearted way. They create a safe space for vulnerability while also encouraging members to explain their reasoning, deepening the conversation. This not only increases engagement but also helps members learn from each other's experiences and viewpoints.

42 Ready-to-Use Templates

1

Would you rather always have a fully booked calendar or always have free time to brainstorm?

💡 Example: "Would you rather always have a fully booked calendar or always have free time to brainstorm? Why?"

🟡 Medium Engagement Barrier 👤 Average #productivity #time management
2

Would you rather coach a startup founder or a seasoned executive?

💡 Example: "Would you rather coach a startup founder or a seasoned executive? Share your pick!"

🟡 Medium Engagement Barrier 👤 Average #audience #coaching style
3

Would you rather double your client list or double your coaching rates?

💡 Example: "Would you rather double your client list or double your coaching rates? Tell us why."

🔴 High Engagement Barrier 👤 Frequent #business growth #pricing
4

Would you rather run a group coaching session or focus on 1-on-1 clients only?

💡 Example: "Would you rather run a group coaching session or focus on 1-on-1 clients only? Why?"

🟡 Medium Engagement Barrier 👤 Average #service model #coaching
5

Would you rather specialize in leadership coaching or productivity coaching?

💡 Example: "Would you rather specialize in leadership coaching or productivity coaching?"

🟢 Low Engagement Barrier 👤 Lurker #specialization #services
6

Would you rather have all your clients refer you or write glowing testimonials?

💡 Example: "Would you rather have all your clients refer you or write glowing testimonials? Why?"

🟡 Medium Engagement Barrier 👤 Average #referrals #testimonials
7

Would you rather attend one big conference or several small workshops each year?

💡 Example: "Would you rather attend one big conference or several small workshops each year?"

🟡 Medium Engagement Barrier 👤 Irregular #events #learning
8

Would you rather always work remotely or always meet clients in person?

💡 Example: "Would you rather always work remotely or always meet clients in person? Explain your choice."

🔴 High Engagement Barrier 👤 Top #work style #client interaction
9

Would you rather have unlimited marketing budget or unlimited admin support?

💡 Example: "Would you rather have unlimited marketing budget or unlimited admin support?"

🟡 Medium Engagement Barrier 👤 Average #resources #business growth
10

Would you rather coach clients on mindset or on strategy?

💡 Example: "Would you rather coach clients on mindset or on strategy?"

🟢 Low Engagement Barrier 👤 Lurker #coaching focus #mindset
11

Would you rather write a bestselling book or launch a top-rated podcast?

💡 Example: "Would you rather write a bestselling book or launch a top-rated podcast? Share your dream!"

🟡 Medium Engagement Barrier 👤 Average #content #thought leadership
12

Would you rather have a full schedule with small wins or a light schedule with big wins?

💡 Example: "Would you rather have a full schedule with small wins or a light schedule with big wins? Why?"

🔴 High Engagement Barrier 👤 Frequent #success #workload
13

Would you rather work with clients in your own industry or branch out to new sectors?

💡 Example: "Would you rather work with clients in your own industry or branch out to new sectors? Explain."

🟡 Medium Engagement Barrier 👤 Average #niche #growth
14

Would you rather have every session start on time or end with a breakthrough?

💡 Example: "Would you rather have every session start on time or end with a breakthrough?"

🟡 Medium Engagement Barrier 👤 Irregular #sessions #client success
15

Would you rather automate your onboarding or your follow-ups?

💡 Example: "Would you rather automate your onboarding or your follow-ups?"

🟢 Low Engagement Barrier 👤 Lurker #automation #process
16

Would you rather always be booked months in advance or have a flexible, last-minute schedule?

💡 Example: "Would you rather always be booked months in advance or have a flexible, last-minute schedule? Why?"

🟡 Medium Engagement Barrier 👤 Average #scheduling #work-life
17

Would you rather grow your business with a partner or stay solo and independent?

💡 Example: "Would you rather grow your business with a partner or stay solo and independent? Share your thoughts."

🔴 High Engagement Barrier 👤 Top #business model #partnership
18

Would you rather get all your clients from referrals or from your website?

💡 Example: "Would you rather get all your clients from referrals or from your website?"

🟢 Low Engagement Barrier 👤 Lurker #client acquisition #marketing
19

Would you rather always coach in the morning or in the evening?

💡 Example: "Would you rather always coach in the morning or in the evening?"

🟢 Low Engagement Barrier 👤 Irregular #schedule #routine
20

Would you rather help clients achieve faster results or deeper transformations?

💡 Example: "Would you rather help clients achieve faster results or deeper transformations? Why?"

🟡 Medium Engagement Barrier 👤 Average #coaching outcomes #impact
21

Would you rather only work with new clients or only with long-term clients?

💡 Example: "Would you rather only work with new clients or only with long-term clients? Explain your choice."

🟡 Medium Engagement Barrier 👤 Frequent #client type #relationship
22

Would you rather have a waiting list or always be able to take new clients immediately?

💡 Example: "Would you rather have a waiting list or always be able to take new clients immediately?"

🟡 Medium Engagement Barrier 👤 Average #availability #demand
23

Would you rather invest in professional development or in client acquisition?

💡 Example: "Would you rather invest in professional development or in client acquisition?"

🟢 Low Engagement Barrier 👤 Lurker #investment #growth
24

Would you rather coach in your local community or work with global clients?

💡 Example: "Would you rather coach in your local community or work with global clients? Why?"

🟡 Medium Engagement Barrier 👤 Average #location #audience
25

Would you rather build your brand on LinkedIn or Instagram?

💡 Example: "Would you rather build your brand on LinkedIn or Instagram?"

🟢 Low Engagement Barrier 👤 Irregular #branding #platforms
26

Would you rather offer a signature program or custom solutions for each client?

💡 Example: "Would you rather offer a signature program or custom solutions for each client? Why?"

🔴 High Engagement Barrier 👤 Frequent #services #structure
27

Would you rather do all your business planning on paper or digitally?

💡 Example: "Would you rather do all your business planning on paper or digitally?"

🟢 Low Engagement Barrier 👤 Lurker #planning #tools
28

Would you rather always have access to the latest tech or unlimited books?

💡 Example: "Would you rather always have access to the latest tech or unlimited books? Why?"

🟡 Medium Engagement Barrier 👤 Average #resources #learning
29

Would you rather coach live on video or via written messages only?

💡 Example: "Would you rather coach live on video or via written messages only?"

🟡 Medium Engagement Barrier 👤 Irregular #communication #format
30

Would you rather have your mornings free or your evenings free every day?

💡 Example: "Would you rather have your mornings free or your evenings free every day?"

🟢 Low Engagement Barrier 👤 Lurker #routine #lifestyle
31

Would you rather help clients break bad habits or build new ones?

💡 Example: "Would you rather help clients break bad habits or build new ones? Tell us why."

🟡 Medium Engagement Barrier 👤 Average #habit change #impact
32

Would you rather create video courses or write ebooks for your audience?

💡 Example: "Would you rather create video courses or write ebooks for your audience?"

🟢 Low Engagement Barrier 👤 Irregular #content #education
33

Would you rather spend a day shadowing your favorite coach or your favorite client?

💡 Example: "Would you rather spend a day shadowing your favorite coach or your favorite client? Why?"

🟡 Medium Engagement Barrier 👤 Average #learning #mentorship
34

Would you rather have a viral post or a loyal, engaged following?

💡 Example: "Would you rather have a viral post or a loyal, engaged following? Share your thoughts."

🟡 Medium Engagement Barrier 👤 Frequent #social media #audience
35

Would you rather always have full creative control or always get expert feedback?

💡 Example: "Would you rather always have full creative control or always get expert feedback?"

🟡 Medium Engagement Barrier 👤 Average #creativity #feedback
36

Would you rather spend your energy on marketing or on client sessions?

💡 Example: "Would you rather spend your energy on marketing or on client sessions?"

🟢 Low Engagement Barrier 👤 Lurker #priorities #business
37

Would you rather have a team of coaches or manage everything yourself?

💡 Example: "Would you rather have a team of coaches or manage everything yourself? Why?"

🟡 Medium Engagement Barrier 👤 Average #teamwork #business structure
38

Would you rather have every client meeting be spontaneous or always planned in advance?

💡 Example: "Would you rather have every client meeting be spontaneous or always planned in advance? Explain."

🟡 Medium Engagement Barrier 👤 Irregular #meetings #planning
39

Would you rather focus on your local market or aim for international growth?

💡 Example: "Would you rather focus on your local market or aim for international growth? Why?"

🟡 Medium Engagement Barrier 👤 Average #growth #market
40

Would you rather use only tried-and-true coaching techniques or always experiment with new ones?

💡 Example: "Would you rather use only tried-and-true coaching techniques or always experiment with new ones? Share your preference."

🔴 High Engagement Barrier 👤 Top #innovation #technique
41

Would you rather never have to network again or never have to do admin tasks again?

💡 Example: "Would you rather never have to network again or never have to do admin tasks again?"

🟡 Medium Engagement Barrier 👤 Average #tasks #preferences
42

Would you rather receive honest criticism from a peer or glowing praise from a client?

💡 Example: "Would you rather receive honest criticism from a peer or glowing praise from a client? Why?"

🔴 High Engagement Barrier 👤 Frequent #feedback #growth

How to Use These Templates

Post one Would You Rather question at a time and encourage members to share not just their choice but why they picked it. Pin or highlight especially interesting discussions to encourage more participation. Rotate themes weekly, such as leadership or productivity, and consider tagging members to invite specific voices. Mix up posting times to reach different member segments and keep engagement steady.

Best Practices

  • Keep questions light and business-relevant to avoid controversy.
  • Always encourage members to explain their reasoning.
  • Rotate topics to appeal to different interests within your community.
  • Acknowledge and respond to creative or insightful answers.
  • Use clear, simple language to ensure accessibility.

All Platforms Tips

For all platforms, use engaging visuals or emojis to make posts stand out. Encourage replies, polls, or reactions depending on the platform's features. On forums, consider pinning discussions. On chat apps, follow up with quick polls. For social platforms, use relevant hashtags to increase visibility.

Frequently Asked Questions

How often should I post Would You Rather questions?

Once or twice per week is ideal to maintain interest without overwhelming your community.

What is the best way to encourage members to participate?

Ask members to explain their choices and tag a few to kick off the discussion.

Are these templates suitable for all experience levels?

Yes, they are designed to be accessible and spark discussion among new and seasoned members.

Can I modify these templates for my niche?

Absolutely. Feel free to tweak wording or context to better fit your specific community.

Should I use images or polls with these questions?

Yes, visuals or polls can boost engagement, especially on platforms that support these features.

What if a question does not get many responses?

Try posting at different times, tagging active members, or rephrasing the question for clarity.

Are these questions appropriate for professional groups?

Yes, all templates are crafted to be professional, lighthearted, and relevant to business coaching.

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