Community Question Templates That Get Results in Entrepreneurship Communities

Struggling to spark meaningful conversations in your entrepreneurship community? Community Question templates make it easy to inspire authentic sharing and new perspectives. Use these ready-made prompts to drive engagement and help members connect on topics that matter.

Entrepreneurship 41 Templates

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Why This Works

Community Question posts are a proven way to build trust and engagement within entrepreneurial groups. By asking open-ended questions or sharing relatable anecdotes, you encourage members to reflect, share personal stories, and offer valuable feedback. These types of prompts help members feel seen and valued, which increases participation and strengthens community bonds.

Entrepreneurs thrive on exchanging ideas, learning from failures, and hearing success stories. Well-crafted questions tap into this drive by spotlighting diverse perspectives and encouraging creative problem-solving. When community members see their insights making a difference, they are more likely to return and contribute again.

Using Community Questions also helps surface hidden expertise, foster a culture of support, and keep discussions relevant to members' real-life challenges. This approach not only boosts daily engagement but also positions your community as a place for authentic connection and practical advice.

41 Ready-to-Use Templates

1

What is the one piece of advice you wish you knew before starting your business?

💡 Example: "What is the one piece of advice you wish you knew before starting your business?"

🔴 High Engagement Barrier 👤 Top #advice #reflection
2

Share a recent challenge you faced and how you overcame it.

💡 Example: "Share a recent challenge you faced and how you overcame it."

🟡 Medium Engagement Barrier 👤 Frequent #challenge #story
3

If you could collaborate with any entrepreneur, who would it be and why?

💡 Example: "If you could collaborate with any entrepreneur, who would it be and why?"

🟡 Medium Engagement Barrier 👤 Average #collaboration #aspirations
4

What business tool or app can you not live without?

💡 Example: "What business tool or app can you not live without?"

🟢 Low Engagement Barrier 👤 Lurker #tools #resources
5

Describe your biggest 'aha' moment in entrepreneurship.

💡 Example: "Describe your biggest 'aha' moment in entrepreneurship."

🟡 Medium Engagement Barrier 👤 Average #insight #story
6

How do you manage work-life balance as an entrepreneur?

💡 Example: "How do you manage work-life balance as an entrepreneur?"

🟡 Medium Engagement Barrier 👤 Frequent #balance #self-care
7

What is your favorite way to celebrate a business win?

💡 Example: "What is your favorite way to celebrate a business win?"

🟢 Low Engagement Barrier 👤 Irregular #celebration #habits
8

Which book has had the biggest impact on your entrepreneurial journey?

💡 Example: "Which book has had the biggest impact on your entrepreneurial journey?"

🟡 Medium Engagement Barrier 👤 Average #books #learning
9

What is one mistake you made that taught you the most?

💡 Example: "What is one mistake you made that taught you the most?"

🔴 High Engagement Barrier 👤 Top #mistakes #learning
10

If you could automate any part of your business, what would it be?

💡 Example: "If you could automate any part of your business, what would it be?"

🟡 Medium Engagement Barrier 👤 Average #automation #operations
11

How did you find your first customer or client?

💡 Example: "How did you find your first customer or client?"

🟡 Medium Engagement Barrier 👤 Frequent #customers #stories
12

What is your go-to method for dealing with burnout?

💡 Example: "What is your go-to method for dealing with burnout?"

🟡 Medium Engagement Barrier 👤 Average #wellness #resilience
13

If you had to start over from scratch, what would you do differently?

💡 Example: "If you had to start over from scratch, what would you do differently?"

🔴 High Engagement Barrier 👤 Top #reflection #strategy
14

What is a recent trend you think will shape the future of entrepreneurship?

💡 Example: "What is a recent trend you think will shape the future of entrepreneurship?"

🟡 Medium Engagement Barrier 👤 Frequent #trends #future
15

Share a productivity hack that has made a big difference for you.

💡 Example: "Share a productivity hack that has made a big difference for you."

🟡 Medium Engagement Barrier 👤 Average #productivity #tips
16

What is your biggest goal for this quarter?

💡 Example: "What is your biggest goal for this quarter?"

🟢 Low Engagement Barrier 👤 Irregular #goals #planning
17

How do you stay motivated during tough times?

💡 Example: "How do you stay motivated during tough times?"

🟡 Medium Engagement Barrier 👤 Frequent #motivation #mindset
18

Who has been your greatest supporter on your entrepreneurial journey?

💡 Example: "Who has been your greatest supporter on your entrepreneurial journey?"

🟢 Low Engagement Barrier 👤 Lurker #support #relationships
19

What is a misconception people have about being an entrepreneur?

💡 Example: "What is a misconception people have about being an entrepreneur?"

🟡 Medium Engagement Barrier 👤 Average #myths #perspective
20

If you could give one tip to someone just starting out, what would it be?

💡 Example: "If you could give one tip to someone just starting out, what would it be?"

🔴 High Engagement Barrier 👤 Top #advice #beginners
21

How do you handle competition in your industry?

💡 Example: "How do you handle competition in your industry?"

🟡 Medium Engagement Barrier 👤 Frequent #competition #strategy
22

What is the best investment you have made in your business?

💡 Example: "What is the best investment you have made in your business?"

🟡 Medium Engagement Barrier 👤 Average #investment #growth
23

Describe a time when you took a big risk. What happened?

💡 Example: "Describe a time when you took a big risk. What happened?"

🔴 High Engagement Barrier 👤 Frequent #risk #story
24

Which social platform has been most effective for your business and why?

💡 Example: "Which social platform has been most effective for your business and why?"

🟡 Medium Engagement Barrier 👤 Average #marketing #platforms
25

How do you prioritize your daily tasks as an entrepreneur?

💡 Example: "How do you prioritize your daily tasks as an entrepreneur?"

🟡 Medium Engagement Barrier 👤 Average #productivity #organization
26

Share an example of a time when you had to pivot your business model.

💡 Example: "Share an example of a time when you had to pivot your business model."

🟡 Medium Engagement Barrier 👤 Frequent #pivot #adaptation
27

What motivates you to keep going when things get tough?

💡 Example: "What motivates you to keep going when things get tough?"

🟡 Medium Engagement Barrier 👤 Average #motivation #mindset
28

If you could solve one problem in your industry, what would it be?

💡 Example: "If you could solve one problem in your industry, what would it be?"

🔴 High Engagement Barrier 👤 Top #innovation #ideas
29

How do you stay updated on industry news and trends?

💡 Example: "How do you stay updated on industry news and trends?"

🟢 Low Engagement Barrier 👤 Lurker #trends #learning
30

What is a common challenge entrepreneurs face that is rarely talked about?

💡 Example: "What is a common challenge entrepreneurs face that is rarely talked about?"

🟡 Medium Engagement Barrier 👤 Average #challenges #hidden
31

Have you ever dealt with imposter syndrome? How did you handle it?

💡 Example: "Have you ever dealt with imposter syndrome? How did you handle it?"

🟡 Medium Engagement Barrier 👤 Frequent #mental health #confidence
32

What is your favorite way to connect with new customers or clients?

💡 Example: "What is your favorite way to connect with new customers or clients?"

🟢 Low Engagement Barrier 👤 Irregular #networking #clients
33

What is a recent win, big or small, that you are proud of?

💡 Example: "What is a recent win, big or small, that you are proud of?"

🟡 Medium Engagement Barrier 👤 Average #wins #positivity
34

If you could go back and change one decision, what would it be?

💡 Example: "If you could go back and change one decision, what would it be?"

🔴 High Engagement Barrier 👤 Top #reflection #lessons
35

How do you define success in your entrepreneurial journey?

💡 Example: "How do you define success in your entrepreneurial journey?"

🟡 Medium Engagement Barrier 👤 Average #success #perspective
36

What is your favorite way to unwind after a long business day?

💡 Example: "What is your favorite way to unwind after a long business day?"

🟢 Low Engagement Barrier 👤 Irregular #self-care #habits
37

What is one lesson you learned from failure?

💡 Example: "What is one lesson you learned from failure?"

🟡 Medium Engagement Barrier 👤 Average #failure #learning
38

What is a unique marketing strategy that has worked for you?

💡 Example: "What is a unique marketing strategy that has worked for you?"

🟡 Medium Engagement Barrier 👤 Frequent #marketing #strategy
39

If you could ask one question to a successful founder, what would it be?

💡 Example: "If you could ask one question to a successful founder, what would it be?"

🔴 High Engagement Barrier 👤 Top #questions #mentorship
40

How do you measure growth in your business?

💡 Example: "How do you measure growth in your business?"

🟢 Low Engagement Barrier 👤 Irregular #growth #metrics
41

Share a time when community support made a difference for you.

💡 Example: "Share a time when community support made a difference for you."

🟡 Medium Engagement Barrier 👤 Average #community #support

How to Use These Templates

Choose a template that fits your community's current discussions or goals. Post it as a new thread, or use it to kick off a weekly conversation. Encourage follow-up by replying to early responses and tagging members who might have unique insights. Rotate question styles to keep things fresh and appeal to different member types. Track which prompts get the most replies and refine future questions based on what resonates.

Best Practices

  • Personalize questions to reflect your community's specific interests.
  • Follow up on responses to keep conversations going.
  • Mix open-ended, experience-based, and hypothetical prompts.
  • Encourage diverse viewpoints and respectful debate.
  • Highlight member contributions in future posts.

All Platforms Tips

On all platforms, keep questions concise and easy to read. Use clear formatting to highlight the key question. Tag or mention relevant members to draw them in. Visuals or emojis can add emphasis, but always prioritize clarity. Monitor threads closely for follow-up opportunities and moderate respectfully to keep discussions constructive.

Frequently Asked Questions

How often should I post Community Questions?

Aim for at least one Community Question per week to keep discussions active and encourage ongoing engagement.

What is the best way to encourage responses to these questions?

Tag relevant members, reply promptly to answers, and acknowledge thoughtful contributions to make members feel valued.

Should I customize these templates for my community?

Yes, tailoring questions to your community's interests or current events increases relevance and participation.

Can these templates work for new or smaller communities?

Absolutely. Thoughtful questions can help new communities build trust, uncover shared experiences, and spark early conversations.

How do I handle negative or off-topic responses?

Set clear guidelines, moderate respectfully, and redirect conversations back to the main topic to maintain a positive environment.

What if a question gets very few responses?

Try rephrasing, tagging specific members, or posting at a different time. Review which topics resonate most and adjust future prompts.

Are these templates suitable for all online platforms?

Yes. They're designed for flexibility and can be used on forums, social media, chat, or other community platforms.

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